methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside
CAS No.:850222-20-7
Molecular Formula:C₂₄H₂₈O₅
Molecular Weight:396.483
Hs Code.:

Synonyms:methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

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Chemical Property of methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

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Technology Process of methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

There total 1 articles about methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside 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: 95.0%

: 100-39-0
benzyl bromide

: 131529-45-8
methyl 4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

: 850222-20-7
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

Guidance literature:: methyl 4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside; With sodium hydride; In tetrahydrofuran; at 22 ℃; for 0.5h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 22 ℃; for 3h;
DOI:10.1016/j.carres.2005.01.003

Reference yield: 75.0%

: 850222-20-7
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

: 850222-21-8
2-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)ethanal

Guidance literature:: methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside; With osmium(VIII) oxide; In 1,4-dioxane; water; at 22 ℃; for 1h;

With sodium periodate; In 1,4-dioxane; water; at 22 ℃; for 12h;
DOI:10.1016/j.carres.2005.01.003

Reference yield:

: 850222-20-7
methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-3-(prop-2-enyl)-α-D-altropyranoside

: 3,4-dihydro-3-(4-methoxyphenyl)-6-(methyl 2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-altropyranosid-3-yl)thieno[2,3-d]pyrimidin-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: OsO₄ / dioxane; H₂O / 1 h / 22 °C

1.2: 75 percent / NaIO₄ / dioxane; H₂O / 12 h / 22 °C

2.1: 70 percent / Al₂O₃ / toluene / 2 h / Heating

3.1: 65 percent / Et₃N; sulfur / dimethylformamide / 12 h / 22 °C

4.1: 65 percent / dimethylformamide / Heating

With aluminum oxide; osmium(VIII) oxide; sulfur; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene; 2.1: Knoevenagel reaction;
DOI:10.1016/j.carres.2005.01.003