methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside

Base Information

• Chemical Name: methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside
• CAS No.: 135683-99-7
• Molecular Formula: C₁₅H₁₉NO₈
• Molecular Weight: 341.318

Synonyms:methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside

Chemical Property of methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside

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Technology Process of methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside

There total 7 articles about methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside 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: 68.0%

nitromethane (75-52-5) + 7-ethoxy-9-hydroxy-6-α-methoxy-2-phenyl-trans-(1,3-dioxano)<5,4-e><1:4>-dioxepan (10019-70-2) → methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside (135683-99-7)

Guidance literature:

With potassium fluoride; dibenzo-18-crown-6; In acetonitrile; at 45 ℃; for 32h;

DOI:10.1016/0008-6215(91)84051-F

Reference yield: 24.0%

sodium methylate (124-41-4) + 7-ethoxy-9-hydroxy-6-α-methoxy-2-phenyl-trans-(1,3-dioxano)<5,4-e><1:4>-dioxepan (10019-70-2) → 9-hydroxy-6-α,7-dimethoxy-2-phenyl-trans-m-dioxano<5,4-e><1:4>-dioxepan (6763-43-5,137694-05-4) + methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-galacto-heptoseptanoside (135684-00-3) + methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside (135683-99-7) + methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-manno-heptoseptanoside (135684-01-4)

Guidance literature:

With nitromethane; In methanol; at 0 - 5 ℃; for 2h; Yield given;

DOI:10.1016/0008-6215(91)84051-F

Reference yield: 24.0%

nitromethane (75-52-5) + 7-ethoxy-9-hydroxy-6-α-methoxy-2-phenyl-trans-(1,3-dioxano)<5,4-e><1:4>-dioxepan (10019-70-2) → 9-hydroxy-6-α,7-dimethoxy-2-phenyl-trans-m-dioxano<5,4-e><1:4>-dioxepan (6763-43-5,137694-05-4) + methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-galacto-heptoseptanoside (135684-00-3) + methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-ido-heptoseptanoside (135683-99-7) + methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-manno-heptoseptanoside (135684-01-4)

Guidance literature:

With methanol; sodium; at 0 - 5 ℃; for 2h;

DOI:10.1016/0008-6215(91)84051-F

upstream raw materials:

7-ethoxy-9-hydroxy-6-β-methoxy-2-phenyl-trans-(1,3-dioxano)<5,4-e><1:4>-dioxepan

nitromethane

methyl 4,6-O-benzylidene-β-D-glucopyranoside

sodium methylate

Downstream raw materials:

methyl 5,7-O-benzylidene-3-deoxy-4-O-ethyl-3-nitro-α-D-glycero-D-talo-heptoseptanoside

methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-talo-heptoseptanoside

methyl 5,7-O-benzylidene-3-deoxy-3-nitro-α-D-glycero-D-manno-heptoseptanoside

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