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HRID2164477

反应详情

EQUATION

反应方程式

HRID 2164477 的结构方程式

REACTANTS

反应物

2
结构：CC(C)(C)OC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(=O)O
HCID107472

4(S)-Carboxy-4-(N-(benzyloxycarbonyl)amino)butanoic acid tert-butyl ester

C17H23NO6

结构：CC(C)(C)OC(=O)[C@@H](N)CC(N)=O
HCID6995006

L-Asparagine tert-butyl ester

C8H16N2O3

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(N)=O)C(=O)OC(C)(C)C
HCID13501932

未命名化合物

PROCEDURE

实验过程

Fragment I was prepared by stepwise chain elongation using the mixed anhydride procedure at -15° C. with careful temperature control. As seen in Scheme 1 of FIG. 2 mixed anhydride coupling (isobutylchloroformate) of Z-Glu(OtBu)-OH with H-Asn-OtBu provided Z-Glu(OtBu)-Asn-OtBu. Catalytic hydrogenation (10% Pd-C) of this compound cleaved the N-terminal protective group and the dipeptide was coupled to Z-Ala-OH using mixed anhydride coupling to give Z-Ala-Glu(OtBu)-Asn-OtBu. The N-terminal was again deprotected by catalytic hydrogenation and the tripeptide coupled with Z-Glu(OtBu)-OH to give the protected tetrapeptide Z-Glu(OtBu)-Ala-Glu(OtBu)-Asn-OtBu which is deblocked by catalytic hydrogenation to provide the desired tetrapeptide (I).

WORKUP

后处理

  1. customFragment I was prepared by stepwise chain elongation
  2. customat -15° C.