phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside
CAS No.:1352561-94-4
Molecular Formula:C₃₀H₂₈O₅S
Molecular Weight:500.615
Hs Code.:

Synonyms:phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

There total 2 articles about phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside 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: 60.0%

: 71676-30-7,87508-18-7,138922-03-9,87508-17-6
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 939-26-4
2-bromomethylnaphthyl bromide

: 1352561-94-4
phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Guidance literature:: (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol; With di(n-butyl)tin oxide; In toluene; for 3h; Reflux;

2-bromomethylnaphthyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jo201586r

Reference yield:

: C₂₇H₃₆O₅SSn

: 939-26-4
2-bromomethylnaphthyl bromide

: 1352561-94-4
phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Guidance literature:: With tetrabutylammomium bromide; In toluene; regioselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.9b04264

Reference yield: 99.0%

: 1352561-94-4
phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

: 100-39-0
benzyl bromide

: phenyl 2-O-benzyl-4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside

Guidance literature:: phenyl 4,6-O-benzylidene-3-O-(naphthalen-2-ylmethyl)-1-thio-β-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.333333h; Cooling with ice; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 5.5h; Inert atmosphere;
DOI:10.1021/jacs.1c05048