(R)-tert-Butyl 1-azido-3-ethoxypropan-2-ylcarbamate → tert-butyl N-((2R)-1-amino-3-ethoxypropan-2-yl)carbamate

HRID 516044ノート

反応式

HRID 516044 の反応式
[N:1]([CH2:4][C@@H:5]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:6][O:7][CH2:8][CH3:9])=[N+]=[N-]>CO.[Pd]>[NH2:1][CH2:4][C@@H:5]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:6][O:7][CH2:8][CH3:9]

参加物

4

反応物 1

HCID 86654722(R)-tert-Butyl 1-azido-3-ethoxypropan-2-ylcarbamate

生成物 1

HCID 86654723tert-butyl N-((2R)-1-amino-3-ethoxypropan-2-yl)carbamate収率 67.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒2 回

実験手順

A mixture of (R)-tert-butyl 1-azido-3-ethoxypropan-2-ylcarbamate (1.2 g, 4.91 mmol) in MeOH (10 mL) was added palladium on carbon (0.523 g, 4.91 mmol). The mixture was stirred under hydrogen atmosphere overnight at RT. The resulting crude material was reconstituted in MeOH (1.0 mL) and purified via reverse phase preparative HPLC. The fractions were collected and solvent was stripped to dryness via rotary evaporation to give the title compound as clear oil (722 mg, 67%). [M+H] calc'd for C10H22N2O3, 219; found, 219.

後処理

  1. custompurified via reverse phase preparative HPLC
  2. customThe fractions were collected
  3. customsolvent was stripped to dryness via rotary evaporation

出典と根拠

ORDレコード
ord-239cc8f0f67e4fe88e7bfe59a829d8b4
出典データセット
uspto-grants-2015_08
特許番号
US09108970B2

反応ノート

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