(1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

Base Information

Chemical Name:(1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one
CAS No.:1361226-70-1
Molecular Formula:C₂₉H₃₁NO₅
Molecular Weight:473.569
Hs Code.:

Synonyms:(1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

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Chemical Property of (1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

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Technology Process of (1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

There total 4 articles about (1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one 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: 90.0%

: 1361226-68-7
tert-butyl (2S,3aS,4S,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]hexahydropyrrolo[1,2-b]isoxazole-2-carboxylate

: 1361226-70-1
(1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

Guidance literature:: tert-butyl (2S,3aS,4S,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]hexahydropyrrolo[1,2-b]isoxazole-2-carboxylate; With acetic acid; zinc; In water; for 72h; Reflux;

In methanol; at 20 ℃; for 10h;
DOI:10.1002/ejoc.201101096

Reference yield:

: 213617-02-8
(2R,3R,4S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyrrole 1-oxide

: 1361226-70-1
(1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 72 h / 20 °C / Inert atmosphere

2.1: acetic acid; zinc / water / 72 h / Reflux

2.2: Ambersep 900 OH / 10 h / 20 °C

With acetic acid; zinc; In dichloromethane; water;
DOI:10.1002/ejoc.201101096

Reference yield:

: 213617-02-8
(2R,3R,4S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyrrole 1-oxide

: 1361226-70-1
(1S,2R,3R,6S,7aS)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one

: 1361226-71-2
C₃₁H₃₃NO₆

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 72 h / 20 °C / Inert atmosphere

2: zinc / water / 72 h / Reflux

With zinc; In dichloromethane; water;
DOI:10.1002/ejoc.201101096