2-Tert-butoxy-5-trifluoromethyl-benzylamine → tert-butyl ((3aS,5S,6aR)-3a-((2-(tert-butoxy)-5-(trifluoromethyl)benzyl)carbamoyl)hexahydro-2H-cyclopenta[b]furan-5-yl)carbamate

HRID 1747151Notes

Reaction equation

HRID 1747151 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:16][C@H:12]2[O:13][CH2:14][CH2:15][C@@:11]2([C:17]([OH:19])=O)[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:20]([O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][C:26]=1[CH2:35][NH2:36])([CH3:23])([CH3:22])[CH3:21]>>[C:20]([O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([F:32])([F:33])[F:34])=[CH:27][C:26]=1[CH2:35][NH:36][C:17]([C@:11]12[CH2:10][C@H:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:16][C@H:12]1[O:13][CH2:14][CH2:15]2)=[O:19])([CH3:23])([CH3:21])[CH3:22]

Participants

3

Reactant 2

HCID 431536542-Tert-butoxy-5-trifluoromethyl-benzylamineHCID 71768963(3aS,5S,6aR)-5-(tert-Butoxycarbonylamino)hexahydro-2H-cyclopenta[b]furan-3a-carboxylic acid

Product 1

HCID 86708153tert-butyl ((3aS,5S,6aR)-3a-((2-(tert-butoxy)-5-(trifluoromethyl)benzyl)carbamoyl)hexahydro-2H-cyclopenta[b]furan-5-yl)carbamate

Procedure

The product of Step A was prepared from the reaction of the product of Example 23, Step E and (2-(tert-butoxy)-5-(trifluoromethyl)phenyl)methanamine prepared according to procedures in ACS Med. Chem. Letters 2010, 1, 14 following the procedure from Example 1, Step C. Calculated for C25H35F3N2O5: 523.2 (M+23). found: 523.2.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-be952e94dfd74f9f955cf52d1761afd9
Source dataset
uspto-grants-2015_10
Patent number
US09150532B2

Reaction notes

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