N-Carbobenzoxy-L-valine → HCID 131713308, compound

HRID 904973Notes

Reaction equation

HRID 904973 reaction equation
[NH2:1][C@H:2]([C:15]([N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:6][CH:5]=1.Cl.[NH:24]([C:32]([O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:33])[C@H:25]([C:29](O)=[O:30])[CH:26]([CH3:28])[CH3:27]>>[NH:24]([C:32]([O:34][CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:33])[C@H:25]([C:29]([NH:1][C@H:2]([C:15]([N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:16])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]([CH3:14])([CH3:12])[CH3:13])=[CH:8][CH:9]=1)=[O:30])[CH:26]([CH3:28])[CH3:27]

Participants

3

Reactant 2

HCID 726987N-Carbobenzoxy-L-valineHCID 131713309HCID 131713309, compound

Product 1

HCID 131713308HCID 131713308, compound

Procedure

8.52 g (25 mmoles) of H-Tyr(But)-piperidide.HCl and 6.27 g (25 mmoles) of Z-Val-OH are subjected to a condensation reaction analogously to Example 35 C. The substance crystallizes from ether. Yield 7.97 g (70%), melting point 142° C., [α]D23 =-32.8° (c=1, methanol).

Workup

  1. customThe substance crystallizes from ether
  2. customYield 7.97 g (70%), melting point 142° C., [α]D23 =-32.8° (c=1, methanol)

Sources & evidence

ORD record
ord-d476ccd0f25d4cb2bc3a1c76d297f642
Source dataset
uspto-grants-1983_12
Patent number
US04420424

Reaction notes

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