N-((tert-Butoxy)carbonyl)-D-tryptophan → HCID 59620401, compound

HRID 1887733Notes

Reaction equation

HRID 1887733 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:20]([OH:22])=[O:21])[CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC1C=CC(S(O[CH2:34][CH2:35][F:36])(=O)=O)=CC=1>>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([CH2:34][CH2:35][F:36])[CH:12]=1)[C:20]([OH:22])=[O:21])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 111050N-((tert-Butoxy)carbonyl)-D-tryptophanHCID 2560192-Fluoroethyl p-Toluenesulfonate

Product 1

HCID 59620401HCID 59620401, compoundYield 66.8%

Procedure

The procedure of Referential Example 1(a) was repeated, except that N-tert-butoxycarbonyl-D-tryptophan (700 mg) and 2-fluoroethyl 4-methylbenzenesulfonate (753 mg) were used, whereby the title compound (538 mg) was yielded.

Sources & evidence

ORD record
ord-61cb565622b648b29360d8eb18054c79
Source dataset
uspto-grants-2013_08
Patent number
US08501772B2

Reaction notes

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