Benzyl chloroformate → HCID 68861352, compound

HRID 1510339Notes

Reaction equation

C([N:8]1[CH2:12][C@@H:11]([CH3:13])[C@@:10]([CH3:18])([C:14]([O:16][CH3:17])=[O:15])[CH2:9]1)C1C=CC=CC=1.Cl[C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21]>>[CH2:23]([O:22][C:20]([N:8]1[CH2:12][C@@H:11]([CH3:13])[C@@:10]([CH3:18])([C:14]([O:16][CH3:17])=[O:15])[CH2:9]1)=[O:21])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

Reactant 2

HCID 10387Benzyl chloroformate

HCID 68861743HCID 68861743, compound

Product 1

HCID 68861352HCID 68861352, compound

Procedure

The procedure of Reference Example 2 was repeated by using the thus synthesized methyl (3R*,4S*)-1-benzyl-3,4-dimethylpyrrolidine-3-carboxylate crude product (12.28 g) and benzyl chloroformate (21.3 mL, 149.3 mmol) to obtain 4.23 g (14.52 mmol, 2 steps, 15%) of the title compound as a colorless oil.

Sources & evidence

ORD record: ord-d8c2881bfde54bbfa061a882be2cabaa
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08211910B2

Reaction notes

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