Pyrrolidine → BOC-L-methionyl-pyrrolidine

HRID 346473

Reaction equation

HRID 346473 reaction equation
[C:1]([NH:8][C@H:9]([C:14]([OH:16])=O)[CH2:10][CH2:11][S:12][CH3:13])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1>>[C:1]([NH:8][C@H:9]([C:14]([N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)=[O:16])[CH2:10][CH2:11][S:12][CH3:13])([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 89857Boc-L-methionine

Product 1

HCID 11034003BOC-L-methionyl-pyrrolidine

Procedure

2.50 g (10 mmol) BOC-methionine was coupled to 1.72 ml (20.6 mmol) pyrrolidine according to procedure B. Yield of crude product 3.38 g. The product was purified with a silica column using ethyl acetate as eluent. Yield 2.81 g (9.3 mmol, 93%).

Workup

  1. customThe product was purified with a silica column

Sources & evidence

ORD record
ord-b0b858eef19d47ada090bbefcb651833
Source dataset
uspto-grants-2007_02
Patent number
US07173024B2

Linked notes

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