(2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

Base Information

Chemical Name:(2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol
CAS No.:135904-96-0
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:(2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

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Chemical Property of (2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

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Technology Process of (2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

There total 4 articles about (2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol 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: 87.0%

: 135904-95-9
(1SR,4SR,5SR)-6-(Benzyloxycarbonyl)-4-(prop-2-en-1-yl)-2-oxa-6-azabicyclo<3.3.0>octan-3-one

: 135904-96-0
(2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃;

Reference yield:

: 95456-65-8,135970-35-3,136599-33-2,147511-83-9
(3aR,6aR)-2-Oxo-hexahydro-furo[3,2-b]pyrrole-4-carboxylic acid benzyl ester

: 135904-96-0
(2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / LHMDS, HMPA / tetrahydrofuran; hexane / 1.) -78 deg C, 0.5 h, 2.) -78 deg C, 20 min; r.t., 1 h

2: 87 percent / NaBH₄ / ethanol / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; hexane;

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 135904-96-0
(2SR,3SR,βSR)-1-(Benzyloxycarbonyl)-3-hydroxy-β-(prop-2-en-1-yl)pyrrolidine-2-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

2: 52 percent / LHMDS, HMPA / tetrahydrofuran; hexane / 1.) -78 deg C, 0.5 h, 2.) -78 deg C, 20 min; r.t., 1 h

3: 87 percent / NaBH₄ / ethanol / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; hexane; dichloromethane;