Triethylamine → (S)-tert-butyl (1-(methylsulfonyl)pyrrolidin-3-yl)carbamate

HRID 2167782ノート

反応式

HRID 2167782 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH:6]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH2:7]1.CCN(CC)CC>C(Cl)Cl>[CH3:1][S:2]([N:6]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:16])([CH3:15])[CH3:17])[CH2:7]1)(=[O:4])=[O:3]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 1514396(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine

生成物 1

HCID 58959879(S)-tert-butyl (1-(methylsulfonyl)pyrrolidin-3-yl)carbamate収率 58.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Methane sulfonyl chloride (204 mg, 1.78 mmol) was added to a solution of (S)-tert-butyl pyrrolidin-3-ylcarbamate (300 mg, 1.62 mmol) and Et3N (197 mg, 1.94 mmol) in DCM (6 mL) at 0-5° C.; stirring was continued at 20-35° C. for 2 h. The reaction mixture was diluted with DCM, washed with water, aqueous NaHCO3 solution followed by brine to afford 250 mg of the title compound.

後処理

  1. washwashed with water, aqueous NaHCO3 solution

出典と根拠

ORDレコード
ord-a4f23f0eac064becb620957e8fa1e220
出典データセット
uspto-grants-2015_06
特許番号
US09045479B2

反応ノート

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