Benzenesulfonamide → HCID 131718334, compound

HRID 1974920Notes

Reaction equation

HRID 1974920 reaction equation
[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C@@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:20]1([S:26]([NH2:29])(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[C@@H:2]([C:10]([OH:12])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:20]1([S:26]([NH2:29])(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 7370BenzenesulfonamideHCID 637610Boc-D-phenylalanine

Product 1

HCID 131718334HCID 131718334, compoundYield 100.5%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

Boc-D-Phe-OH (0.20 g), benzenesulfonamide (0.13 g), DMAP (0.11 g) WSCD·HCl (0.17 g) and CH2Cl2 (4 ml) were reacted in a similar manner to that of Preparation 1-1) to give Boc-D-Phe-benzenesulfonamide (0.32 g).

Workup

  1. customof Preparation 1-1)

Sources & evidence

ORD record
ord-d9cf9553634b4bafbc43e48a538b3eb2
Source dataset
uspto-grants-1994_02
Patent number
US05284828

Reaction notes

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