methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside
• CAS No.: 78468-52-7
• Molecular Formula: C₁₈H₂₄O₇
• Molecular Weight: 352.384

Synonyms:methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside

Chemical Property of methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside

There total 1 articles about methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside 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:

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose (63598-31-2) + ethyl bromoacetate (105-36-2) → methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside (78468-52-7) + methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-arabino-hexopyranoside (104833-47-8)

Guidance literature:

With Dimethoxymethane; zinc; Yield given. Multistep reaction; 1.) 30 min, reflux; 2.) THF, 30 min, reflux;

DOI:10.1021/ja00405a027

Reference yield: 91.0%

methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside (78468-52-7) → ((2R,4aR,6S,8R,8aR)-8-Hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-acetic acid hydrazide

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1021/ja00405a027

Reference yield: 78.0%

methyl 4,6-O-benzylidene-2-deoxy-3-C-<(ethoxycarbonyl)methyl>-α-D-ribo-hexopyranoside (78468-52-7) → methyl 4,6-O-benzylidene-2-deoxy-3-C-(2'-hydroxyethyl)-α-D-ribo-hexopyranoside (78468-54-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 35 ℃; for 1h;

DOI:10.1021/ja00405a027

upstream raw materials:

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

ethyl bromoacetate

Downstream raw materials:

methyl 4,6-O-benzylidene-2-deoxy-3-C-(2'-hydroxyethyl)-α-D-ribo-hexopyranoside

methyl 4,6-O-benzylidene-2-deoxy-3-C-<(aminocarbonyl)methyl>-α-D-ribo-hexopyranoside

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