rac-tert-butyl (3R,4R)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-hydroxypyrrolidine-1-carboxylate → cis-1-Boc-3-hydroxy-4-aminomethylpyrrolidine

반응식

[OH:1][C@H:2]1[C@@H:6]([CH2:7][NH:8]C(OCC2C=CC=CC=2)=O)[CH2:5][N:4]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:3]1>CO>[NH2:8][CH2:7][C@@H:6]1[C@H:2]([OH:1])[CH2:3][N:4]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:5]1

참가 물질

실험 절차

Dissolve 1,1-dimethylethyl(3S,4S)-3-hydroxy-4-[({[(phenylmethyl)oxy]carbonyl}amino)methyl]-1-pyrrolidinecarboxylate (0.75 g, 2.14 mmol) in methanol (10 mL). Add 20% PdOH (catalytic) and subject to H at 55 PSI on a Parr hydrogenation apparatus. The solution was filtered through a plug of celite and concentrated under reduced pressure to yield an oil. (0.712 g, quantitative) LCMS: m/z 133.2 (MH+).

후처리

filtrationThe solution was filtered through a plug of celite
concentrationconcentrated under reduced pressure
customto yield an oil

출처 및 근거

ORD 기록: ord-acd0b04ec79540ea9714d1f3d12eee6e
출처 데이터셋: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07691850B2

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참가 물질

반응물 1

HCID 59254350rac-tert-butyl (3R,4R)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-hydroxypyrrolidine-1-carboxylate

생성물 1

HCID 59254357cis-1-Boc-3-hydroxy-4-aminomethylpyrrolidine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

후처리

filtrationThe solution was filtered through a plug of celite
concentrationconcentrated under reduced pressure
customto yield an oil

출처 및 근거

ORD 기록: ord-acd0b04ec79540ea9714d1f3d12eee6e
출처 데이터셋: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07691850B2

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