Hydrochloric Acid → HCID 131716969, compound

HRID 2248038Notes

Reaction equation

HRID 2248038 reaction equation
C([NH:6][C@H:7]([C:9](O)=[O:10])[CH3:8])(=O)C(C)=C.N[C@H](C(O)=O)C.Cl.[NH2:19][C@H:20]([C:24]([NH:26][C@H:27]([C:29]([O:31][CH3:32])=[O:30])[CH3:28])=[O:25])[CH:21]([CH3:23])[CH3:22].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O.C(N(CC)CC)C>[NH2:6][C@H:7]([C:9]([NH:19][C@H:20]([C:24]([NH:26][C@H:27]([C:29]([O:31][CH3:32])=[O:30])[CH3:28])=[O:25])[CH:21]([CH3:23])[CH3:22])=[O:10])[CH3:8]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 5950L-AlanineHCID 10868DicyclohexylcarbodiimideHCID 13875088HCID 13875088, compoundHCID 22826844HCID 22826844, compound

Product 1

HCID 131716969HCID 131716969, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

Using the Schotten-Bauman method of acylation, N-methacryloylalanine was prepared. Coupling of MA-Ala-OH (5.35 g; 0.034 mol) with HCl.Val-Ala-OMe (8.1 g) was performed in dimethylformamide by means of dicyclohexylcarbodiimide (7.0 g) in the presence of triethylamine (3.4 g). Recrystalization from CH2Cl2 /pentene gave 9.5 g of MA-Ala-Val-Ala-OMe.

Workup

  1. customwas prepared
  2. customRecrystalization from CH2Cl2 /pentene

Sources & evidence

ORD record
ord-bcb5bc185613447a9d7692eaeee9fa7b
Source dataset
uspto-grants-1991_08
Patent number
US05037883

Reaction notes

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