Triethylamine → HCID 77231323, compound

HRID 2353439Notes

Reaction equation

HRID 2353439 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH:13]([OH:14])[CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:29][S:30](Cl)(=[O:32])=[O:31]>ClCCl>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH:13]([O:14][S:30]([CH3:29])(=[O:32])=[O:31])[CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58333845HCID 58333845, compound

Product 1

HCID 77231323HCID 77231323, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-[(tert-butoxycarbonyl)amino]-4-hydroxypyrrolidine-1-carboxylate (1-20 g) in dichloromethane (50 mL) at 0° C., triethylamine (0.61 mL) and methanesulfonyl chloride (0.31 mL) were added and the mixture stirred overnight at room temperature. The resulting solution was evaporated under reduced pressure and purified on Biotage Horizon® system (silica, gradient 10-20% ethyl acetate in dichloromethane) to yield the title compound.

Workup

  1. customThe resulting solution was evaporated under reduced pressure
  2. custompurified on Biotage Horizon® system (silica, gradient 10-20% ethyl acetate in dichloromethane)

Sources & evidence

ORD record
ord-3fca0f9b056243a7a3b57cab465d4456
Source dataset
uspto-grants-2010_07
Patent number
US07750034B2

Reaction notes

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