(R)-3-(Cbz-aMino)-5-oxotetrahydrofuran

(R)-3-(Cbz-aMino)-5-oxotetrahydrofuran - Names and Identifiers

Name	(R)-Benzyl-5-oxo-tetrahydro-furan-3-ylcarbamate
Synonyms	Cbz-R-3-Amino-γ-butyrolactone Cbz-R-3-Amino-??????-butyrolactone (R)-3-(Cbz-aMino)-5-oxotetrahydrofuran (R)-4-(Cbz-aMino)-2-oxotetrahydrofuran 3(R)-[(Carbobenzyloxy)amino]-γ-butyrolactone BENZYL (R)-5-OXOTETRAHYDROFURAN-3-YLCARBAMATE Benzyl (R)-5-Oxotetrahydrofuran-3-Ylcarbamate Benzyl (R)-5-oxotetrahydrofuran-3-ylcarbamate (R)-Benzyl-5-oxo-tetrahydro-furan-3-ylcarbamate (R)-BENZYL-5-OXO-TETRAHYDROFURAN-3-YL CARBAMATE Benzyl [(3R)-5-oxotetrahydrofuran-3-yl]carbamate benzyl N-[(3R)-5-oxotetrahydrofuran-3-yl]carbamate N-[(3R)-Tetrahydro-5-oxo-3-furanyl]carbamic acid phenylmethyl ester Carbamic acid, N-[(3R)-tetrahydro-5-oxo-3-furanyl]-, phenylmethyl ester CarbaMic acid, N-[(3R)-tetrahydro-5-oxo-3-furanyl]-, phenylMethyl ester
CAS	118399-28-3
EINECS	821-246-2
InChI	InChI=1/C12H13NO4/c14-11-6-10(8-16-11)13-12(15)17-7-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m1/s1

(R)-3-(Cbz-aMino)-5-oxotetrahydrofuran - Physico-chemical Properties

Molecular Formula	C12H13NO4
Molar Mass	235.24
Density	1.27
Melting Point	105.0 to 109.0 °C
Boling Point	466.1±44.0 °C(Predicted)
Flash Point	235.7°C
Solubility	Chloroform, Dichloromethane, Ethyl Acetate, Methanol
Vapor Presure	7.29E-09mmHg at 25°C
Appearance	White powder
Color	Off-White
pKa	10.87±0.20(Predicted)
Storage Condition	2-8°C
Refractive Index	1.56
MDL	MFCD09839299

(R)-3-(Cbz-aMino)-5-oxotetrahydrofuran - Risk and Safety

Hazard Symbols	Xi - Irritant
Safety Description	24/25 - Avoid contact with skin and eyes.
HS Code	29321900
Hazard Class	IRRITANT

(R)-3-(Cbz-aMino)-5-oxotetrahydrofuran - Introduction

(R)-5-Oxo-tetrahydrofuran-3-carbamic acid benzyl ester, also known as (R)-methionine benzyl ester. Here is information about the compound:

Nature:
-Molecular formula: C H + NO +
-Molecular weight: 209.24g/mol
-Appearance: Colorless to light yellow liquid
-Melting Point: None
-Boiling Point: None
-less solubility in water, easier to dissolve in organic solvents

Use:
- (R)-5-oxo-tetrahydrofuran-3-carbamic acid benzyl ester is an important carbazepine (Carbidopa) intermediate. Cardiazepine is a drug used in the treatment of Parkinson's disease, and this intermediate is widely used in the synthesis of cardiazepine.
-It can also be used as a synthetic intermediate for other drugs.

Preparation Method:
The preparation method of (R)-5-oxo-tetrahydrofuran-3-carbamic acid benzyl ester can be carried out by the following steps:
1. Dissolve (R)-benzyl 3-carbamate and water-deficient phenol in anhydrous thionyl chloride, and add a catalyst, such as ammonium chloride.
2. under the protection of inert gas, add excess oxidant, such as benzoyl peroxide.
3. Stir the reaction mixture at room temperature until the reaction is complete.
4. The reactant was converted to (R)-5-oxo-tetrahydrofuran-3-carbamic acid benzyl ester by the addition of dilute sulfuric acid.
5. The reactant was purified by freezing crystallization to obtain a pure product.

Safety Information:
(R)-5-oxo-tetrahydrofuran-3-carbamic acid benzyl ester has limited safety information, but generally speaking, it has less impact on the human body and the environment. However, as a chemical substance, appropriate protective measures should still be taken during handling and use, such as wearing gloves, goggles and protective clothing.

In addition, specific safety information should be further confirmed and understood with chemical suppliers and professionals responsible for safety management in relevant research or industrial environments.

Last Update：2024-04-09 20:52:54