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

HRID 1264571ノート

反応式

HRID 1264571 の反応式
[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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-4bf99985c3f94612ad2fe2b13a2402c1
出典データセット
uspto-grants-2003_04
特許番号
US06544984B1

反応ノート

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