Methanesulfonamide → HCID 131718332, compound

HRID 1974918Notes

Reaction equation

HRID 1974918 reaction equation
[NH:1]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@@H:2]([C:14]([OH:16])=[O:15])[CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.[CH3:24][S:25]([NH2:28])(=[O:27])=[O:26]>C(Cl)Cl>[NH:1]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[C@@H:2]([C:14]([OH:16])=[O:15])[CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.[CH3:24][S:25]([NH2:28])(=[O:27])=[O:26]

Participants

4

Reactant 2

HCID 72879MethanesulfonamideHCID 2734502N-(tert-Butoxycarbonyl)-3-naphthalen-1-yl-D-alanine

Product 1

HCID 131718332HCID 131718332, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Boc-D-1-Nal-OH (0.50 g), methanesulfonamide (0.18 g) DMAP (0.23 g), WSCD·HCl (0.37 g) and CH2Cl2 (10 ml) were reacted in a similar manner to that of Preparation 1-1) to give Boc-D-1-Nal-methanesulfonamide (0.63 g).

Workup

  1. customof Preparation 1-1)

Sources & evidence

ORD record
ord-588efe80abe640a3a217d3fa3f5d728a
Source dataset
uspto-grants-1994_02
Patent number
US05284828

Reaction notes

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