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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437690Generated: October 25, 2026

Dicyclohexylcarbodiimide → Nalpha-t-Butoxycarbonyl-L-tryptophyl-O-benzyl-L-seryl-O-benzyl-D-tyrosyl-D-alanine methyl ester

https://huagongshe.com/reaction/437690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-tert-Butoxycarbonyl-L-tryptophanHCID 83169—
ReactantL-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-HCID 90234—
ReactantBOC-D-alanineHCID 637606—
ReactantBoc-D-Tyr(Bzl)-OhHCID 6992575—
ProductNalpha-t-Butoxycarbonyl-L-tryptophyl-O-benzyl-L-seryl-O-benzyl-D-tyrosyl-D-alanine methyl esterHCID 54340573—

Reaction Steps

Nα-t-Butoxycarbonyl-L-tryptophyl-O-benzyl-L-seryl-O-benzyl-D-tyrosyl-D-alanine resin is obtained according to the procedure of Example 1 by treating 20 g. of Nα-t-butoxycarbonyl-D-alanine resin, 0.0132 mol, with 7.4 g., 0.02 mol, of Nα-t-butoxycarbonyl-O-benzyl-D-tyrosine and 4.1 g., 0.02 mol, of dicyclohexylcarbodiimide, (2) 6.0 g., 0.02 mol, of Nα-t-butoxycarbonyl-O-benzyl-L-serine and 4.1 g. of dicyclohexylcarbodiimide, and (3) 6.1 g. of Nα-t-butoxycarbonyl-L-tryptophan and 4.1 g. of dicyclohexylcarbodiimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04031069
Source datasetuspto-grants-1977_06
ORD IDord-a241e9b4db8e44bd8139d5072b78c7cf
Source noteuspto-grants-1977_06