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(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED

(1R,4S)-N-BOC-1-Aminocyclopent-2-ene-4-carboxylic acid

CAS: 151907-79-8

Molecular Formula: C11H17NO4

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  5. (1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED

(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED - Names and Identifiers

Name (1R,4S)-N-BOC-1-Aminocyclopent-2-ene-4-carboxylic acid
Synonyms Boc-D-AcPEC
(1S,4R)-N-BOC-4-Aminocyclopent-2-enecarboxylic acid
(1R,4S)-N-BOC-1-Aminocyclopent-2-ene-4-carboxylic acid
(-)-(1S,4R)-N-BOC-4-Aminocyclopent-2-enecarboxylic acid
(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
(1S,4R)-(-)-4-(BOC-AMINO)-2-CYCLOPENTENE-1-CARBOXYLIC ACID
N-BOC-(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID
(-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID
(1R,4S)-N-Boc-1-Aminocyclopent-2-ene-4-carboxylicacid(e.e.)
(1S,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylate
(1R,4S)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylate
(1R,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylate
(1S,4S)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylate
(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED
(1R,4S)-N-tert-Butoxycarbonyl-1-amino-2-cyclopentene-4-carboxylic acid
(1R,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid
(1S,4R)-4-[(tert-butoxycarbonyl)amino]cyclopent-2-ene-1-carboxylic acid
(-)-(1S,4R)-N-T-BUTOXYCARBONYL-1-AMINOCYCLOPENT-2-ENE-4-CARBOXYLIC ACID
(1S,4R)-(-)-4-(TERT-BUTOXYCARBONYL)AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID
CAS 151907-79-8
EINECS 634-898-6
InChI InChI=1/C11H17NO4/c1-11(2,3)16-10(15)12-8-5-4-7(6-8)9(13)14/h4-5,7-8H,6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8-/m0/s1

(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED - Physico-chemical Properties

Molecular FormulaC11H17NO4
Molar Mass227.26
Density1.1781 (rough estimate)
Melting Point152.9 °C
Boling Point368.97°C (rough estimate)
Flash Point185°C
Vapor Presure6.65E-07mmHg at 25°C
AppearanceWhite to off-white solid
pKa4.31±0.40(Predicted)
Storage Conditionunder inert gas (nitrogen or Argon) at 2-8°C
SensitiveSensitive to air
Refractive Index1.5718 (estimate)
MDLMFCD00211287

(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
WGK Germany3
FLUKA BRAND F CODES10-23
HS Code29223900
Hazard ClassIRRITANT

(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED - Reference Information

Application (-)-(1S,4R)-N-tert-butoxycarbonyl -4-aminocyclopenta-2-ene-1-formic acid is an organic intermediate, which can be composed of (1R,4S)-2-azabicyclo [2.2.1] hept-5-ene-3-one reacts with HCl aqueous solution to obtain (1S,4R)-4-ammonia
cyclopenten-2-eneformic acid hydrochloride, and then reacts with di-tert-butyl bicarbonate to obtain (-)-(1S,4R)-N-tert-butoxycarbonyl-4-aminocyclopenta-2-en-1-formic acid.
preparation add HCl aqueous solution (2M,23.0ml,46.0mmol) to (1R,4S)-2-azabicyclo [2.2.1] hept-5-ene-3-one (5.0g,46mmol)/water (30.5ml) solution
. After heating at about 80°C for about 2 hours at
, the reaction mixture is cooled to ambient temperature and the solvent is removed under reduced pressure. The solids are dried in a vacuum oven at about 70°C and used without further purification. Add DIEA(32.0ml,183mmol) to (1S,4R)-4-ammonia
cyclopentan-2-enoic acid hydrochloride (9.20g,45.8mmol)/1,4-dioxane (15ml) and water
(18.3ml) solution at about 0 ℃. After stirring for about 5 minutes, add a solution of di-tert-butyl bicarbonate (di-tert-butyl
dicarbonate)(11.7ml,50.4mmol)/1,4-dioxane
hexane (5ml). The reaction mixture is heated to ambient temperature and stirred for about 18 hours. The solvent was removed under reduced pressure and the crude oil was dried in a vacuum oven at about 65°C for about 3 hours. The crude product was purified by silica gel chromatography with gradient elution of
80-100% EtOAc/heptane to obtain (-)-(1S,4R)-N-tert-butoxycarbonyl -4-aminocyclopente-2-ene-1-formic acid (5.2g,50%, two steps):
LC/MS (table 2, method a)Rt = 1.81min;MS m/z:226(M-H)-.
Last Update：2024-04-09 19:05:10
(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED
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Shanghai Yuanye Bio-Technology Co., Ltd.
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Shanghai Yuanye Bio-Technology Co., Ltd.
Product Name: (-)-(1S,4R)-N-Boc-4-Aminocyclopent-2-Enecarboxylic Acid Visit Supplier Webpage Request for quotation
CAS: 151907-79-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
Zouping Mingxing Chemical Co., Ltd.
Product Name: (-)-(1S,4R)-N-BOC-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID Request for quotation
CAS: 151907-79-8
Tel: 0086-13605431940
Email: xuli678323@126.com
Mobile: +86-13605431940
QQ: 56860987 Click to send a QQ message
Wechat: 13605431940
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(1S,4R)-(-)-4-AMINOCYCLOPENT-2-ENE-1-CARBOXYLIC ACID, N-BOC PROTECTED
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