(1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

Base Information

Chemical Name:(1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate
CAS No.:1356060-37-1
Molecular Formula:C₂₄H₂₅NO₈
Molecular Weight:455.464
Hs Code.:

Synonyms:(1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

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Technology Process of (1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

There total 4 articles about (1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate 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: 35.0%

: C₂₀H₂₃NO₇

: 108-24-7
acetic anhydride

: 1356060-37-1
(1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

Guidance literature:: With dmap; In diethyl ether; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.072

Reference yield: 26.0%

: 1356060-36-0
3,5-di-O-benzyl-6-deoxy-6-nitro-muco-inositol

: 108-24-7
acetic anhydride

: 1356060-37-1
(1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

Guidance literature:: With dmap; In diethyl ether; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.072

Reference yield:

: 3,5-di-O-benzyl-6-deoxy-6-nitro-D-glucofuranose

: 1356060-37-1
(1R,2R,3S,6R)-2,6-bis(benzyloxy)-5-nitrocyclohex-4-ene-1,3-diyl diacetate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / methanol; water / 14 h / 20 °C

2: dmap / diethyl ether / 1 h / 0 °C / Inert atmosphere

With dmap; sodium hydrogencarbonate; In methanol; diethyl ether; water; 1: Henry reaction;
DOI:10.1016/j.tet.2011.11.072