N-((Phenylmethoxy)carbonyl)-O-(phenylmethyl)-L-serine → N-(Benzyloxycarbonyl)-O-benzylserine, t-butyl ester

HRID 1420579노트

반응식

HRID 1420579 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:22]([OH:24])=[O:23])[CH2:13][O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(Cl)Cl>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:22]([O:24][C:2]([CH3:7])([CH3:3])[CH3:1])=[O:23])[CH2:13][O:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

3

반응물 1

HCID 6993425N-((Phenylmethoxy)carbonyl)-O-(phenylmethyl)-L-serine

생성물 1

HCID 15778647N-(Benzyloxycarbonyl)-O-benzylserine, t-butyl ester수율 199.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Into a solution of 25 g (0.076 mol) of N-(benzyloxycarbonyl)-O-benzylserine in 600 ml of CH2Cl2 cooled to -6° C. in an ice-salt bath was bubbled isobutylene, while 4.1 ml of concentrated sulfuric acid was added dropwise thereto. The mixture was stirred for 4 hours and worked up as described in Synthetic Commun., 26:2723 (1996) to give 29.24 g of product as a yellow oil.

후처리

  1. customwas bubbled isobutylene
  2. additionwhile 4.1 ml of concentrated sulfuric acid was added dropwise

출처 및 근거

ORD 기록
ord-40586b7ebad340c6ad91b12689959ac9
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071903

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