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HRID26332

反应详情

EQUATION

反应方程式

HRID 26332 的结构方程式

REACTANTS

反应物

4
结构：CS(C)=O
HCID679

Dimethyl sulfoxide

C2H6OS

结构：CCN(CC)CC
HCID8471

Triethylamine

C6H15N

2 次

结构：CC(C)(C)OC(=O)N[C@@H](CC(=O)OCc1ccccc1)C(=O)ON1C(=O)CCC1=O
HCID13517798

4-Benzyl 1-(2,5-dioxopyrrolidin-1-yl) N-(tert-butoxycarbonyl)-L-aspartate

C20H24N2O8

结构：C[C@@H](OCc1ccccc1)[C@H](N)C(=O)N[C@@H](COCc1ccccc1)C(=O)N[C@@H](COCc1ccccc1)C(=O)N[C@@H](CCC(=O)OCc1ccccc1)C(=O)O
HCID131711279

未命名化合物

PRODUCTS

生成物

1
结构：C[C@@H](OCc1ccccc1)[C@H](NC(=O)[C@H](CC(=O)OCc1ccccc1)NC(=O)OC(C)(C)C)C(=O)N[C@@H](COCc1ccccc1)C(=O)N[C@@H](COCc1ccccc1)C(=O)N[C@@H](CCC(=O)OCc1ccccc1)C(=O)O
HCID131711278

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Boc-Thr(Bzl)-Ser(Bzl)-Ser(Bzl)-Glu(OBzl)-OH (54.5 g, 61.7 mmol) was treated with HCl in THF (1.5 liters; 4.1 N; 40 min) and worked up as usual to give HCl.H-Thr(Bzl)-Ser(Bzl)-Ser(Bzl)-Glu(OBzl)-OH (46.3 g, 56.6 mmol) as a white powder. It was then stirred in DMF (500 ml) with Boc-Asp(OBzl)-OSu (23.7 g, 56 mmol) at 0° for 2 hours in the presence of Et3N (16 ml). The mixture was further stirred at 25° for 15 hours during which time 7.4 ml more of Et3N was added. The product was worked up as usual and crystallized from CH2Cl2 and petroleum ether: yield, 50.35 g (82.7%); mp 111°-113°; [α]D25 =+7.21° (c 1, DMSO).

WORKUP

后处理

  1. additionwas added
  2. customcrystallized from CH2Cl2 and petroleum ether
  3. customyield