(1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine

Base Information

Chemical Name:(1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine
CAS No.:1620081-28-8
Molecular Formula:C₃₀H₃₅NO₆S
Molecular Weight:537.677
Hs Code.:

Synonyms:(1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine

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Chemical Property of (1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine

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Technology Process of (1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine

There total 8 articles about (1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine 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: 83.0%

: 124-63-0
methanesulfonyl chloride

: 537030-26-5
(1S,2R,3R,6R,7aR)-hexahydro-1,2-bis(phenylmethoxy)-3-[(phenylmethoxy)methyl]-1H-pyrrolizine-6-ol

: 1620081-28-8
(1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c4ob01117a

Reference yield:

: 537030-19-6
(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

: 1620081-28-8
(1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-(methylsulfonyloxy)hexahydro-1H-pyrrolizine

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 72 h / 20 °C

2.1: zinc / water; acetic acid / 3 h / 65 °C

2.2: 0 °C / Inert atmosphere; Reflux

3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With triethylamine; zinc; In dichloromethane; water; acetic acid;
DOI:10.1039/c4ob01117a