(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

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Chemical Name:(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine
CAS No.:98944-27-5
Molecular Formula:C₂₆H₃₃NO₆
Molecular Weight:455.551
Hs Code.:

Synonyms:(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

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Chemical Property of (-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

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Technology Process of (-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

There total 3 articles about (-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 98944-26-4
(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-hydroxypyrrolidine

: 98944-27-5
(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 45 ℃; for 5h;
DOI:10.1021/jo00225a045

Reference yield:

: (1R,4R,5S)-4-(benzyloxy)-5-<(benzyloxy)carbonyl>-2-oxa-6-azabicyclo<3.3.0>octan-3-ol

: 98944-27-5
(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) BuLi / 1.) THF, hexane, RT, 30 min, 2.) THF, hexane, 50 deg C, 5 h

2: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / 45 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo00225a045

Reference yield:

: (1R,4R,5S)-4-(benzyloxy)-5-<(benzyloxy)carbonyl>-3-methoxy-2-oxa-6-azabicyclo<3.3.0>octane

: 98944-27-5
(-)-(2S,3R)-1-<(benzyloxy)carbonyl>-2-<(S)-1-(benzyloxy)prop-2-enyl>-3-<(methoxyethoxy)methoxy>pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / acetic acid, 3 M HCl / 2 h / 70 °C

2: 1.) BuLi / 1.) THF, hexane, RT, 30 min, 2.) THF, hexane, 50 deg C, 5 h

3: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / 45 °C

With hydrogenchloride; n-butyllithium; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo00225a045