(2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

Base Information

Chemical Name:(2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine
CAS No.:329363-68-0
Molecular Formula:C₂₇H₂₉NO₅
Molecular Weight:447.531
Hs Code.:

Synonyms:(2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

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Technology Process of (2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

There total 5 articles about (2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)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: 68.0%

: 329363-67-9
(2S,3S,4S)-1-(benzyloxycarbonyl)-2-ethenyl-3,4-bis(benzyloxy)pyrrolidine

: 329363-68-0
(2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

Guidance literature:: (2S,3S,4S)-1-(benzyloxycarbonyl)-2-ethenyl-3,4-bis(benzyloxy)pyrrolidine; With ozone; In dichloromethane; at -78 ℃; for 0.5h;

With dimethylsulfide; In dichloromethane; at -78 - 20 ℃;

With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 2h; Further stages.;
DOI:10.1021/jo0056545

Reference yield:

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

: 329363-68-0
(2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃N / CH₂Cl₂ / 12 h / 20 °C

2.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

2.2: Me₂S / CH₂Cl₂ / -78 - 20 °C

2.3: 68 percent / BH₃*Me₂S / tetrahydrofuran / 2 h / 20 °C

With ozone; triethylamine; In dichloromethane;
DOI:10.1021/jo0056545

Reference yield:

: 150638-41-8
(3S,4S)-3,4-bis(benzyloxy)-3,4-dihydro-2H-pyrrole 1-oxide

: 329363-68-0
(2S,3S,4S)-1-(benzyloxycarbonyl)-3,4-bis(benzyloxy)-2-(hydroxymethyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / tetrahydrofuran / 1 h / 20 °C

2.1: copper(II) acetate; Zn / acetic acid; H₂O / 0.5 h / 70 °C

3.1: Et₃N / CH₂Cl₂ / 12 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.5 h / -78 °C

4.2: Me₂S / CH₂Cl₂ / -78 - 20 °C

4.3: 68 percent / BH₃*Me₂S / tetrahydrofuran / 2 h / 20 °C

With copper diacetate; ozone; triethylamine; zinc; In tetrahydrofuran; dichloromethane; water; acetic acid;
DOI:10.1021/jo0056545