(2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole

Base Information

Chemical Name:(2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole
CAS No.:1419172-64-7
Molecular Formula:C₃₇H₄₁NO₄
Molecular Weight:563.737
Hs Code.:

Synonyms:(2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole

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Chemical Property of (2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole

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Technology Process of (2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole

There total 2 articles about (2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole 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: 62.0%

: 1419172-61-4
4,8-anhydro-6,7,9-tri-O-benzyl-1,3-dideoxy-D-manno-nono-2,5-diulose

: 100-46-9
benzylamine

: 1419172-64-7
(2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 26h; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2012.11.016

Reference yield:

: 157903-84-9
3-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-1-propene

: 1419172-64-7
(2R,3aR,5R,6S,7R,7aS)-1-benzyl-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-2-methyl-octahydropyrano[3,2-b]pyrrole

Guidance literature:: Multi-step reaction with 2 steps

1: Jones reagent; mercury(II) diacetate / acetone; water / 4 h / 0 °C

2: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 26 h / 20 °C / Inert atmosphere

With Jones reagent; mercury(II) diacetate; sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; water; acetone;
DOI:10.1016/j.carres.2012.11.016