HCID 6993579, compound → HCID 68912232, compound

HRID 732670Notes

Reaction equation

HRID 732670 reaction equation
C([N:8]1[CH2:12][C@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[C@@H:10]([CH2:20][O:21][Si:22]([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:24])[CH3:23])[CH2:9]1)C1C=CC=CC=1.[C:29]([O:38][CH2:39][CH3:40])(=[O:37])[CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O-:36])=O>>[Si:22]([O:21][CH2:20][C@@H:10]1[C@@H:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[CH2:12][N:8]([C:34](=[O:36])[CH2:33][CH2:32][CH2:31][CH2:30][C:29]([O:38][CH2:39][CH3:40])=[O:37])[CH2:9]1)([C:25]([CH3:28])([CH3:27])[CH3:26])([CH3:23])[CH3:24]

Participants

3

Reactant 2

HCID 6993579HCID 6993579, compoundHCID 68915124HCID 68915124, compound

Product 1

HCID 68912232HCID 68912232, compound

Procedure

Using the (3R,4S)-1-benzyl-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2-methylphenyl)pyrrolidine obtained in Reference Example 127 which is described later, the elimination of benzyl group and amidation with monoethyl adipate were carried out in that order in the same manner as in Reference Example 16 and Reference Example 50 to produce ethyl 6-[(3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2-methylphenyl)pyrrolidin-1-yl]-6-oxohexanoate.

Workup

  1. customobtained in Reference Example 127 which

Sources & evidence

ORD record
ord-ea9202b22d1345b199f58b383ab33466
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Reaction notes

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