Acetic Anhydride → HCID 68949812, compound

HRID 1432524Notes

Reaction equation

HRID 1432524 reaction equation
BrC1C(O)CCCN1C(=O)[C@H](C(C)C)NC(OC(C)(C)C)=O.C(OC(=O)C)(=O)C.[C:30]([O:33][C@H:34]1[C@H:39]([Br:40])[CH2:38][CH2:37][N:36]([C:41](=[O:54])[C@@H:42]([CH:51]([CH3:53])[CH3:52])[NH:43][C:44]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])=[O:45])[CH2:35]1)(=[O:32])[CH3:31]>N1C=CC=CC=1>[C:30]([O:33][C@@H:34]1[C@@H:39]([Br:40])[CH2:38][CH2:37][N:36]([C:41](=[O:54])[C@@H:42]([CH:51]([CH3:52])[CH3:53])[NH:43][C:44]([O:46][C:47]([CH3:49])([CH3:48])[CH3:50])=[O:45])[CH2:35]1)(=[O:32])[CH3:31]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 68949662HCID 68949662, compoundHCID 68952553HCID 68952553, compound2×

Product 1

HCID 68949812HCID 68949812, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.57 g of bromo-N—(N-BOC-valyl)-piperidin-3-ol, dissolved in pyridine, is treated with 0.4 ml of acetic acid anhydride, the mixture obtained is stirred and a mixture of 3(R*)-acetoxy-4(R*)-bromo-N—(N-BOC-(R)-valyl)-piperidine (COMPOUND A) and 3(S*)-acetoxy-4(S*)-bromo-N—(N-BOC-(R)-valyl)-piperidine (COMPOUND B) is obtained and is separated by chromatography.

Workup

  1. customthe mixture obtained

Sources & evidence

ORD record
ord-a93eca1b25e6407099f29547b42c5138
Source dataset
uspto-grants-2009_11
Patent number
US07612103B2

Reaction notes

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