L-Alanine → Leucyl-alanyl-glycyl-valine

HRID 2419993Notes

Reaction equation

[NH2:1][C@H:2]([C:7]([OH:9])=O)[CH2:3][CH:4]([CH3:6])[CH3:5].[NH2:10][C@H:11]([C:13]([OH:15])=O)[CH3:12].[NH2:16][C@H:17]([C:21]([OH:23])=[O:22])[CH:18]([CH3:20])[CH3:19]>>[NH2:1][C@H:2]([C:7]([NH:10][C@H:11]([C:13]([NH:1][CH2:2][C:7]([NH:16][C@H:17]([C:21]([OH:23])=[O:22])[CH:18]([CH3:20])[CH3:19])=[O:9])=[O:15])[CH3:12])=[O:9])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

Reactant 3

HCID 5950L-Alanine

HCID 6106L-Leucine2×

HCID 6287L-Valine

Product 1

HCID 152207Leucyl-alanyl-glycyl-valine

Procedure

The completed Boc-tetrapeptide resin was subjected to steps (1) and (2) to cleave the Boc group and worked up as described for (A) to yield 707 mg of peptide resin. Amino acid analysis: Gly 1.05, Ala 1.00, Val 1.12, Leu 1.05.

Sources & evidence

ORD record: ord-2f0d1be5949d48eea239a4bd8cbc9854
Source dataset: uspto-grants-1978_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04108846

Reaction notes

Loading…