1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- (HCID 85083)

이름 및 식별자

우선 이름: 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-
IUPAC: (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
영어명: BOC-L-Proline
분자식: C10H17NO4
분자량: 215.25

이름 및 동의어

Boc-L-prolineN-(tert-Butoxycarbonyl)-L-prolineN-(tert-Butyloxycarbonyl)-L-prolinetert-Butoxycarbonyl-L-proline1-tert-Butoxycarbonyl-L-proline1-tert-Butyloxycarbonyl-L-prolineN-tert-Butoxycarbonylprolinetert-Butyloxycarbonyl-L-prolineNSC 1646601,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-EINECS 239-848-31,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (S)-

이름 더 보기

BOC-PRO-OH(tert-butoxycarbonyl)-L-prolineBOC-PRON-BOC-L-PROLINE(tert-butoxycarbonyl)prolineBOC-L-PROBOC-L-PRO-OHN-BOC-PROLINE(2S)-1-tert-butoxycarbonylpyrrolidine-2-carboxylic acid

1,2-Pyrrolidinedicarboxylic acid, 1-tert-butyl ester, L-1-(tert-Butyl) hydrogen (S)-pyrrolidine-1,2-dicarboxylateDTXSID00884847RefChem:412214DTXCID5010242681,2-Pyrrolidinedicarboxylic acid, 1-tert-butyl ester, L-(8CI)1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (S)-(9CI)239-848-3

데이터베이스 식별자

CAS: 15761-39-4
PubChem CID: 85083
DTXSID: DTXSID00884847
ChEMBL: CHEMBL1221957
EC Number: 239-848-3
Nikkaji: J208.113J

물성

구조 계산 물성

XLogP: 1.5
극성 표면적: 66.8 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 4
회전 가능 결합 수: 3
무거운 원자 수: 15
형식 전하: 0
복잡도: 269

물리화학적 성질

녹는점: 133 · 133-135 °C(lit.)
끓는 점: 355.52 °C · 355.52°C (rough estimate)
밀도: 1.1835 · 1.1835 (rough estimate)
굴절률: -60 ° · -60 ° (C=2, AcOH)
저장 조건: Keep in dark place,Sealed in dry,Room Temperature
용해도: 아세트산에 용해됩니다.
물리적 상태: 결정 또는 결정성 분말
산도 계수 (pKa): 4.01 · 4.01±0.20(Predicted)
색상: 하얀색
BRN: 15828 · 15828
주요 응용: 펩타이드 합성
InChI: 1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1
InChIKey: ZQEBQGAAWMOMAI-ZETCQYMHSA-N
SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1C(O)=O
EPA: 1 · 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- (15761-39-4)

화학적 성질

White to off-white microcrystalline powder

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 75% (6 of 8) of all reports.

Warning

H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (25%)

안전 데이터

wgk: 3
tsca: TSCA listed
HS 번호: 2933 99 80
risk_code: 20/21/22-36/37/38
hazard_code: Xn
safety_code: 24/25-36-26
위험 등급: IRRITANT
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

용도 및 제조

General Manufacturing Information1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-: ACTIVE

응용 분야 · 2건

개요N-Boc-L-proline is a synthetic intermediate. It has been used in the synthesis of enantioselective catalysts for aldol reactions and hepatitis C virus (HCV) NS5A inhibitors.

용도N-Boc-L-proline is used as an intermediate in organic synthesis. It is also used to prepare daclatasvir, which inhibits the hepatitis C virus (HCV) non-structural 5A (NS5A) protein. Further, it is used as a drug in the treatment of hepatitis C virus (HCV).

제조 방법 · 1건

Triethylamine (16.5 mL, 0.12 mmol) was added dropwise over a period of 10 min to a stirred, ice-cold suspension of l-proline (10.0 g, 8.7 mmol) in dichloromethane (200 mL) in a 500-mL three-necked, round-bottomed flask. A solution of Boc2O (28.3 g, 0.13 mmol) in dichloromethane (100 mL) was then added over a period of 10 min and the mixture was stirred for 2.5 h. Thereafter, 10% aqueous citric acid (50 mL) was added, and the dichloromethane layer was washed with saturated brine (2×50 mL) and with water (50 mL). After drying the organic phase over magnesium sulfate, the solvent was evaporated and the residue was taken up in hot ethyl acetate. Dilution of this solution with hexane gave the product, N-tertbutoxycarbonyl- L-proline (17.8 g, 95%); mp 138–140℃; TLC (silica gel): Rf=0:36 (EtOAc/MeOH, 1:1).