HCID 11673142, compound → HCID 53790063, compound

HRID 372773Notes

Reaction equation

HRID 372773 reaction equation
ClC1C=C(Cl)C(Cl)=CC=1O[C:11](=[O:31])[C@H:12]([CH2:21][C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[NH:24][CH:23]=1)[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15].[CH2:32]([O:39][C:40](=[O:47])[C@H:41]([CH2:43][CH2:44][S:45][CH3:46])[NH2:42])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(Cl)Cl>[CH2:32]([O:39][C:40](=[O:47])[C@H:41]([CH2:43][CH2:44][S:45][CH3:46])[NH:42][C:11](=[O:31])[C@H:12]([CH2:21][C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[NH:24][CH:23]=1)[NH:13][C:14]([O:16][C:17]([CH3:18])([CH3:20])[CH3:19])=[O:15])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 11673142HCID 11673142, compoundHCID 22788750L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-, 2,4,5-trichlorophenyl ester

Product 1

HCID 53790063HCID 53790063, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 26.6 parts N-t-butoxycarbonyl-L-tryptophan 2,4,5-trichlorophenyl ester and 12.0 parts L-methionine benzyl ester in 200 parts methylene chloride is stirred overnight at room temperature. The solvent is then removed by evaporation under reduced pressure. The crude dipeptide is then subjected to low-pressure column chromatography on silica gel to afford N-t-butoxycarbonyl-L-tryptophyl-L-methionine benzyl ester.

Workup

  1. customThe solvent is then removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-a64ffbc761fa40b7bf66da369a1f19f6
Source dataset
uspto-grants-1978_05
Patent number
US04092304

Reaction notes

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