Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

Base Information

Chemical Name:Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid
CAS No.:99967-12-1
Molecular Formula:C₂₂H₂₆O₈S
Molecular Weight:450.51
Hs Code.:

Synonyms:Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

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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 Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

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Technology Process of Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

There total 7 articles about Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-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: 26.0%

: 99967-11-0
Methyl-4,6-O-benzyliden-2-desoxy-3-C-hydroxymethyl-α-D-arabino-hexopyranosid

: 98-59-9
p-toluenesulfonyl chloride

: 99967-12-1
Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

Guidance literature:: With pyridine; In dichloromethane; 1.) 0 deg C, 3 h 2.) room temperature, 5 d;
DOI:10.1002/jlac.198619860403

Reference yield:

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

: 99967-12-1
Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-C₄H₉Li / 1.) THF, 30 min, RT 2.) THF, -25 deg C, 3 h; 18 h, RT

2: 90 percent / OsO₄, N-methylmorpholine-N-oxide dihydrate / acetone; H₂O / 20 h / 40 °C

3: 81 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

4: 26 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 3 h 2.) room temperature, 5 d

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

Reference yield:

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

: 99967-12-1
Methyl-4,6-O-benzyliden-2-desoxy-3-C-tosyloxymethyl-α-D-arabino-hexopyranosid

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

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

With pyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1002/jlac.198619860403