Boc-D-homophenylalanine → 4-amino-3,5-dichloro-N-{(1R)-1-[(cis)-octahydroisoquinolin-2(1H)-ylcarbonyl]-3-phenylpropyl}benzenesulfonamide

HRID 537418Notes

Reaction equation

HRID 537418 reaction equation
C([NH:8][C@@H:9]([C:18]([OH:20])=O)[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(OC(C)(C)C)=O.[CH2:21]1[C@@H:30]2[C@@H:25]([CH2:26][CH2:27][CH2:28][CH2:29]2)[CH2:24][CH2:23][NH:22]1.[NH2:31][C:32]1[C:37]([Cl:38])=[CH:36][C:35]([S:39](Cl)(=[O:41])=[O:40])=[CH:34][C:33]=1[Cl:43]>>[NH2:31][C:32]1[C:37]([Cl:38])=[CH:36][C:35]([S:39]([NH:8][C@@H:9]([C:18]([N:22]2[CH2:23][CH2:24][C@H:25]3[C@H:30]([CH2:29][CH2:28][CH2:27][CH2:26]3)[CH2:21]2)=[O:20])[CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)(=[O:41])=[O:40])=[CH:34][C:33]=1[Cl:43]

Participants

4

Reactant 3

HCID 2755954Boc-D-homophenylalanineHCID 11062467cis-DecahydroisoquinolineHCID 189759814-Amino-3,5-dichlorobenzene-1-sulfonyl chloride

Product 1

HCID 866590514-amino-3,5-dichloro-N-{(1R)-1-[(cis)-octahydroisoquinolin-2(1H)-ylcarbonyl]-3-phenylpropyl}benzenesulfonamide

Procedure

Example 116 is prepared from Boc-(D)-homophenylalanine, (±)-cis-decahydroisoquinoline, and 4-amino-3,5-dichlorobenzenesulfonyl chloride in the same manner that Example 1 is synthesized. ESI MS: Calc: 523.2; Found: 524.3 (M+H)+.

Workup

  1. customis synthesized

Sources & evidence

ORD record
ord-602366dbc210438aa9fbffe542585920
Source dataset
uspto-grants-2014_10
Patent number
US08859814B2

Reaction notes

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