4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside

Base Information

• Chemical Name: 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside
• CAS No.: 90593-16-1
• Molecular Formula: C₂₆H₂₈I₂O₉
• Molecular Weight: 738.312

Synonyms:4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside

Chemical Property of 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside

Chemical Property:

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Technology Process of 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside

There total 2 articles about 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-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: 54.0%

2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl 2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranoside (32849-12-0) → 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside (90593-16-1)

Guidance literature:

With sodium acetate; sodium iodide; In acetic acid; acetone; Heating;

DOI:10.1016/0008-6215(84)85095-8

Reference yield:

4,6:4',6'-di-O-benzylidene-α,α-trehalose 2,2'-ditosylate (32849-07-3) → 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside (90593-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / sodium ethoxide / ethanol / 1 h / Heating

2: 54 percent / NaI, NaOAc / acetic acid; acetone / Heating

With sodium ethanolate; sodium acetate; sodium iodide; In ethanol; acetic acid; acetone;

DOI:10.1016/0008-6215(84)85095-8

Reference yield: 66.5%

3,4-dihydro-2H-pyran (110-87-2) + 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-α-D-altropyranoside (90593-16-1) → 4,6-O-benzylidene-3-deoxy-3-iodo-2-O-(R,S-tetrahydropyran-2-yl)-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-2-O-(R,S-tetrahydropyran-2-yl)-α-D-altropyranoside (90593-17-2)

Guidance literature:

With toluene-4-sulfonic acid; In diethyl ether;

DOI:10.1016/0008-6215(84)85095-8

upstream raw materials:

2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranosyl 2,3-anhydro-4,6-O-benzylidene-α-D-mannopyranoside

4,6:4',6'-di-O-benzylidene-α,α-trehalose 2,2'-ditosylate

Downstream raw materials:

4,6-O-benzylidene-3-deoxy-3-iodo-2-O-(R,S-tetrahydropyran-2-yl)-α-D-altropyranosyl 4,6-O-benzylidene-3-deoxy-3-iodo-2-O-(R,S-tetrahydropyran-2-yl)-α-D-altropyranoside

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