N-tert-Butoxycarbonyl-L-tryptophan → HCID 19003175, compound

HRID 2259299Notes

Reaction equation

HRID 2259299 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[CH2:6]Br.[C:17]([NH:24][C@H:25]([C:36]([OH:38])=[O:37])[CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18]>>[CH3:22][C:20]([CH3:23])([O:19][C:17]([NH:24][CH:25]([CH2:26][C:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29][CH:28]=1)[C:36]([O:38][CH2:6][C:5]1[CH:4]=[C:3]([C:2]([F:16])([F:15])[F:1])[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=1)=[O:37])=[O:18])[CH3:21]

Participants

3

Reactant 2

HCID 83169N-tert-Butoxycarbonyl-L-tryptophanHCID 1225733,5-Bis(trifluoromethyl)benzyl bromide

Product 1

HCID 19003175HCID 19003175, compound

Procedure

Following the method of Example 1, 3,5-bistrifluoromethylbenzyl bromide (4.9 g) and N α BOC-L-tryptophan (5 g) gave the title compound after recrystallisation from ethyl acetate/petroleum ether.

Sources & evidence

ORD record
ord-23f44cdb43494f8c9950d446dbdb2e2d
Source dataset
uspto-grants-1995_12
Patent number
US05472978

Reaction notes

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