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

HRID 516044노트

반응식

HRID 516044 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-239cc8f0f67e4fe88e7bfe59a829d8b4
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108970B2

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