(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

Base Information

Chemical Name:(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran
CAS No.:1615225-40-5
Molecular Formula:C₃₃H₃₃NO₆
Molecular Weight:539.628
Hs Code.:

Synonyms:(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

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Chemical Property of (2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

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Technology Process of (2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

There total 2 articles about (2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran 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: 71.0%

: 591-51-5
phenyllithium

: 117136-22-8
3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

: 1615225-40-5
(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

Guidance literature:: phenyllithium; 3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose; In tetrahydrofuran; at -78 ℃; for 1.08333h; Inert atmosphere; Schlenk technique;

With ammonium chloride; In tetrahydrofuran; at -78 ℃; Reagent/catalyst; Solvent; Temperature; stereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201402001

Reference yield:

: 117136-22-8
3,4,6-tri-O-benzyl-1,2-dideoxy-2-nitro-D-arabino-hex-1-enopyranose

: 100-58-3
phenylmagnesium bromide

: 1615225-40-5
(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

: 1615225-41-6
(2R,3S,4R,5S,6R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃; Overall yield = 48 %; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201402001

Reference yield:

: 1615225-40-5
(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-nitro-6-phenyltetrahydro-2H-pyran

: C₃₃H₃₅NO₄

Guidance literature:: With hydrogenchloride; zinc; In water; acetic acid; at 0 ℃; for 2h; Inert atmosphere; Schlenk technique;
DOI:10.1002/ejoc.201402001