Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

Base Information

Chemical Name:Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside
CAS No.:280557-39-3
Molecular Formula:C₁₅H₁₈O₇S
Molecular Weight:342.37
Hs Code.:

Synonyms:Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

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Chemical Property of Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

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Technology Process of Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

There total 1 articles about Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside 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%

: 35387-59-8
1,2-Bis(phenylsulfonyl)ethylene

: 3257-61-2
methyl 2,3-anhydro-α-D-allopyranoside

: 280557-39-3
Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

Guidance literature:: With tetrabutylammomium bromide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1016/S0040-4039(00)00199-4

Reference yield: 40.0%

: 280557-39-3
Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

: C₉H₁₄O₅

: 6743-75-5,6958-77-6
methyl 2,3-anhydro-4,6-O-ethylidene-α-D-allopyranoside

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Overall yield = 84 %; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.carres.2015.09.011

Reference yield: 38.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 280557-39-3
Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside

: 1353644-95-7
methyl 2,3-anhydro-6-O-[(E)-2'-(phenylsulfonyl)vinyl]-α-D-allopyranoside

: 1353644-96-8
methyl 2,3-anhydro-6-O-tert-butyldimethylsilyl-4-O-[(E)-2'-(phenylsulfonyl)vinyl]-α-D-allopyranoside

Guidance literature:: Methyl 2,3-anhydro-4,6-O-(2-phenylsulfonyl)ethylidene-α-D-allopyranoside; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With acetic acid; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

tert-butyldimethylsilyl chloride; With dmap; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.009