(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

Base Information

Chemical Name:(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid
CAS No.:100020-19-7
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

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Chemical Property of (E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

Chemical Property:

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Technology Process of (E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

There total 1 articles about (E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid 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:

: 63598-31-2
methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 99967-09-6
(Z)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

: 100020-19-7
(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 30 min, RT 2.) THF, 3 h, -25 deg C; 18 h, RT;
DOI:10.1002/jlac.198619860403

Reference yield: 92.0%

: 100020-19-7
(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

: 100100-69-4
Methyl-4,6-O-benzyliden-2-desoxy-3-C-formyl-α-D-arabino-hexopyranosid

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; at 40 ℃; for 20h;
DOI:10.1002/jlac.198619860403

Reference yield:

: 100020-19-7
(E)-Methyl-4,6-O-benzyliden-2,3-didesoxy-3-C-methoxymethylen-α-D-erythro-hexopyranosid

: 100100-70-7
methyl 4,6-O-benzylidene-2-deoxy-3-C-methyl-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / OsO₄, N-methylmorpholine-N-oxide dihydrate / acetone; H₂O / 20 h / 40 °C

2: 81 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

3: 26 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 3 h 2.) room temperature, 5 d

4: 63 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

With pyridine; osmium(VIII) oxide; lithium aluminium tetrahydride; 4-methylmorpholine N-oxide; In diethyl ether; dichloromethane; water; acetone;
DOI:10.1002/jlac.198619860403