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

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Chemical Name:(3aR,5R,6S,7R,7aS)-6,7-bis(benzyloxy)-5-[(benzyloxy)-methyl]-1-(2-hydroxyethyl)-octahydropyrano[3,2-b]pyrrole
CAS No.:1419172-79-4
Molecular Formula:C₃₁H₃₇NO₅
Molecular Weight:503.638
Hs Code.:

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

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

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

There total 3 articles about (3aR,5R,6S,7R,7aS)-6,7-bis(benzyloxy)-5-[(benzyloxy)-methyl]-1-(2-hydroxyethyl)-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: 64.0%

: 1419172-62-5
3,7-anhydro-5,6,8-tri-O-benzyl-2-deoxy-D-manno-octos-4-ulose

: 141-43-5
ethanolamine

: 1419172-79-4
(3aR,5R,6S,7R,7aS)-6,7-bis(benzyloxy)-5-[(benzyloxy)-methyl]-1-(2-hydroxyethyl)-octahydropyrano[3,2-b]pyrrole

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 11h; 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

: 1419172-79-4
(3aR,5R,6S,7R,7aS)-6,7-bis(benzyloxy)-5-[(benzyloxy)-methyl]-1-(2-hydroxyethyl)-octahydropyrano[3,2-b]pyrrole

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 2.5 h / 20 °C

2.1: ozone / dichloromethane / -78 °C

2.2: 20 °C

3.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 11 h / 20 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; ozone; acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.carres.2012.11.016

Reference yield:

: 184155-60-0
3-C-(3,4,6-tri-O-benzyl-α-D-arabino-hex-2-ulopyranosyl)propene

: 1419172-79-4
(3aR,5R,6S,7R,7aS)-6,7-bis(benzyloxy)-5-[(benzyloxy)-methyl]-1-(2-hydroxyethyl)-octahydropyrano[3,2-b]pyrrole

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / dichloromethane / -78 °C

1.2: 20 °C

2.1: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 11 h / 20 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; ozone; acetic acid; In dichloromethane;
DOI:10.1016/j.carres.2012.11.016