ChemBK
  • Home
  • Product Category

14907-27-8

D-tryptophan methyl ester hydrochloride

CAS: 14907-27-8

Molecular Formula: C12H14N2O2·HCl

  1. Home
  2. Product Category
  3. intermediate
  4. pharmaceutical intermediates
  5. 14907-27-8

14907-27-8 - Names and Identifiers

Name D-tryptophan methyl ester hydrochloride
Synonyms D-Lysine HCl
D-TRP.OME.HCL
D-trpoome.hcl
H-D-Trp-OMe·HCl
H-D-Trp-OMe.HCl
H-D-Trp-OMe*HCl
H-D-TRP-OME·HCL
methyl D-tryptophanate
D-Tryptophan Methyl ester
Methyl D-Tryptophanate Hydrochloride
D-tryptophan methyl ester hydrochloride
D-Tryptophane methyl ester hydrochloride
(R)-Tryptophan Methyl Ester Monohydrochloride
Methyl (2R)-2-amino-3-(1H-indol-3-yl)propanoate hydrochloride
(2R)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-aminium chloride
(S)-2-Amino-3-(1H-indol-3-yl)-propionic acid methyl ester hydrochloride
CAS 14907-27-8
EINECS 231-385-5
InChI InChI=1/C12H14N2O2.ClH/c1-16-12(15)10(13)6-8-7-14-11-5-3-2-4-9(8)11;/h2-5,7,10,14H,6,13H2,1H3;1H/t10-;/m1./s1

14907-27-8 - Physico-chemical Properties

Molecular FormulaC12H14N2O2·HCl
Molar Mass254.71
Melting Point213-216℃
Boling Point390.6°C at 760 mmHg
Specific Rotation(α)-19 ° (C=5, MeOH)
Flash Point190°C
Vapor Presure2.62E-06mmHg at 25°C
AppearanceSolid
Storage Condition2-8℃
MDLMFCD00038992
UseD-tryptophan methyl ester hydrochloride is an intermediate in the synthesis of tryptophan derivatives; Useful as an intermediate in the drug substance tadalafil for the treatment of male erectile dysfunction; An intermediate of tadalafil.

14907-27-8 - Nature

melting point 213-216 °C(lit.)
refractive index -19 ° (C=5, MeOH)
storage conditions Keep in dark place,Sealed in dry,Room Temperature
optical activity (optical activity) [α]20/D 18°, c = 5 in methanol
water solubility Soluble in water (150 mg/ml), dimethyl sulfoxide and methanol (50 mg/ml).
Last Update：2024-04-10 22:29:15

14907-27-8 - Use

overview

D-tryptophan methyl ester hydrochloride is an intermediate of tadalafil. Tadanafil, also known as (6R-12aR)-6-(1, 3-benzodioxene-5-yl)-2-methyl -2,3,6,7,12, 12a-hexahydropyrazino [1 ',2'-1,6]-pyridino [3,4-b] indole -1, 4-dione, trade name "sirix", it is an oral PDE5 inhibitor for erectile dysfunction (ED). Tadalafil was marketed in the United States in December 2003 as a daily oral dosage form. It is also approved in the United States and Europe for benign prostatic hyperplasia and pulmonary hypertension.

Preparation

Preparation of D-tryptophan methyl ester hydrochloride: D-tryptophan (50g) is added to the mixed solution of toluene (650ml) and methanol (105ml) and stirred evenly, slowly dropwise addition of thionyl chloride (38.6g) at 0 degrees Celsius, after the dropwise addition, the temperature is raised to 75-80 degrees Celsius for 4 hours, the reaction is over, the reaction liquid is cooled to 0 degrees, the solid was precipitated, filtered, the filter cake was washed with toluene, and dried in vacuum at 50 ℃ for 6h to obtain D-tryptophan methyl ester hydrochloride, a white powder solid. The yield was 95% and the HPLC purity was 99%.

application

D-tryptophan methyl ester hydrochloride is an important raw material for the synthesis of tadalafil and is used to treat male erectile dysfunction (MED). Tryptophan methyl ester hydrochloride is a tetrahydroβ-carboline diketone piperazine compound, which has good antibacterial activity, anti-tumor activity and complex molecular structure, and has a wide application prospect in drug development.

use

D-tryptophan methyl ester hydrochloride is an intermediate in the synthesis of tryptophan derivatives; it can be used as an intermediate for the treatment of male erectile dysfunction. Tadalafil intermediate.

Preparation method

The preparation methods of D-tryptophan methyl ester hydrochloride commonly used at present include proton acid method (hydrogen chloride gas, p-toluenesulfonic acid, etc.) and thionyl chloride method. The hydrogen chloride and p-toluenesulfonic acid commonly used in the proton acid method, the amount of gas hydrogen chloride is not easy to control, the gas leakage will cause air pollution, and there are safety problems in transportation and preservation. The p-toluenesulfonic acid method has a long reaction time and cannot directly synthesize ester hydrochloride. The post-treatment is complicated and the yield is poor.

Last Update：2024-04-10 22:29:15

14907-27-8 - Security information

safety instructions 24/25
WGK Germany 3
customs code 29339900
Last Update：2024-04-10 22:29:15
14907-27-8
Supplier List
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: D-tryptophan methyl ester hydrochloride Request for quotation
CAS: 14907-27-8
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: D-Tryptophan methyl ester hydrochloride Visit Supplier Webpage Request for quotation
CAS: 14907-27-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Chengdu Baishixing Science and Technology Industry Co.,Ltd
Product Name: D-Tryptophan methyl ester hydrochloride Request for quotation
CAS: 14907-27-8
Tel: 028-88536627
Email: gina@cd-bsx.com
Mobile: 13408677798
QQ: 1113114184 Click to send a QQ messageSend QQ message
Shanghai Hanhong Scientific CO.,Ltd.
Product Name: H-D-Trp-OMe.HCl Request for quotation
CAS: 14907-27-8
Tel: 021-64541543
Email: paul@hanhonggroup.com
Mobile: 13918533501
QQ: 935888945 Click to send a QQ messageSend QQ message
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: D-tryptophan methyl ester hydrochloride Request for quotation
CAS: 14907-27-8
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: D-Tryptophan methyl ester hydrochloride Visit Supplier Webpage Request for quotation
CAS: 14907-27-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Chengdu Baishixing Science and Technology Industry Co.,Ltd
Product Name: D-Tryptophan methyl ester hydrochloride Request for quotation
CAS: 14907-27-8
Tel: 028-88536627
Email: gina@cd-bsx.com
Mobile: 13408677798
QQ: 1113114184 Click to send a QQ messageSend QQ message
Shanghai Hanhong Scientific CO.,Ltd.
Product Name: H-D-Trp-OMe.HCl Request for quotation
CAS: 14907-27-8
Tel: 021-64541543
Email: paul@hanhonggroup.com
Mobile: 13918533501
QQ: 935888945 Click to send a QQ messageSend QQ message
View History
14907-27-8
  • Home
  • Product Category

© 2015, 2023 ChemBK.com All Rights Reserved | Build: 20230617001