HCID 68665588, compound → HCID 16128818, compound

HRID 883078Notes

Reaction equation

HRID 883078 reaction equation
C([O:5][C:6]([CH:8]1[CH2:10][CH:9]1[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[C:13]([C:22]2[CH:31]=[C:30]3[C:25]([C:26]([CH3:36])([CH3:35])[CH2:27][C:28](=[O:34])[N:29]3[CH2:32][CH3:33])=[CH:24][C:23]=2[CH3:37])[CH:12]=1)=[O:7])(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH2:32]([N:29]1[C:30]2[C:25](=[CH:24][C:23]([CH3:37])=[C:22]([C:13]3[CH:12]=[C:11]([CH:9]4[CH2:10][CH:8]4[C:6]([OH:7])=[O:5])[CH:16]=[CH:15][C:14]=3[O:17][C:18]([F:20])([F:19])[F:21])[CH:31]=2)[C:26]([CH3:36])([CH3:35])[CH2:27][C:28]1=[O:34])[CH3:33]

Participants

4

Reactant 1

HCID 68665588HCID 68665588, compound

Product 1

HCID 16128818HCID 16128818, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of Compound 40A in CH2Cl2 (2 mL) and TFA (1 mL) was stirred at r.t. overnight afterwhich the solvent was removed in vacuo to obtain the desired product (Compound 40) as pale yellow powder (0.036 g). The compound is racemic (i.e. mixture of both enantiomers). The designated “trans” stereochemistry merely describes the relative stereochemistry for the two substituents on the cyclopropane ring. MS (electrospray): mass calculated for C25H26F3NO4, 461.18; m/z found 462 [M+H]+.

Workup

  1. customwas removed in vacuo

Sources & evidence

ORD record
ord-db54c87a28984040915a8e194ee5c218
Source dataset
uspto-grants-2012_08
Patent number
US08236819B2

Reaction notes

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