2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol]

Base Information

• Chemical Name: 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol]
• CAS No.: 184026-66-2
• Molecular Formula: C₇₈H₇₄O₁₀
• Molecular Weight: 1171.44

Synonyms:2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol]

Chemical Property of 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol]

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Technology Process of 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol]

There total 1 articles about 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol] 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: 55.0%

cyclohexa-1,4-diene (1165952-92-0) + 1,1'-(1,2-phenylene)bis[3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-gulo-octitol] (184025-91-0) → (1S)-1,5-anhydro-3,4,6-tri-O-benzyl-2-O-(2,2-diphenylethenyl)-1-C-[3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)naphthalen-2-yl]-D-glucitol (184026-70-8) + 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol] (184026-66-2)

Guidance literature:

In chlorobenzene; at 230 ℃; Mechanism;

DOI:10.1002/hlca.19960790722

Reference yield: 83.0%

acetic anhydride (108-24-7) + 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol] (184026-66-2) → 2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-3,4,6-tri-O-acetyl-1,5-anhydro-D-glucitol] (184026-75-3)

Guidance literature:

With boron trifluoride diethyl etherate; at 0 ℃; for 15h;

DOI:10.1002/hlca.19960790722

Reference yield: 20.0%

2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-D-glucitol] (184026-66-2) → (1S)-1,5-anhydro-3,4,6-tri-O-benzyl-2-O-(2,2-diphenylethenyl)-1-C-[3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)naphthalen-2-yl]-D-glucitol (184026-70-8)

Guidance literature:

With cyclohexa-1,4-diene; In chlorobenzene; at 230 ℃; for 6h;

DOI:10.1002/hlca.19960790722

upstream raw materials:

cyclohexa-1,4-diene

1,1'-(1,2-phenylene)bis[3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-gulo-octitol]

Downstream raw materials:

2-O,2'-O-((1S,2S)-1,2-diphenylethylene)-1,1'-(naphthalene-2,3-diyl)bis[(1S)-3,4,6-tri-O-acetyl-1,5-anhydro-D-glucitol]

2-O,2'-O-((1S,2S)-1,2-diphenylethylidene)-1,1'-(5,6,7,8-tetrahydronaphthalene-2,3-diyl)bis[(1S)-3,4,6-tri-O-acetyl-1,5-anhydro-D-glucitol]

(1S)-1,5-anhydro-3,4,6-tri-O-benzyl-2-O-(2,2-diphenylethenyl)-1-C-[3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)naphthalen-2-yl]-D-glucitol

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