methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

Base Information

Chemical Name:methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate
CAS No.:105285-28-7
Molecular Formula:C₄₇H₅₂O₈Si
Molecular Weight:773.011
Hs Code.:

Synonyms:methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

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Chemical Property of methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

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Technology Process of methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

There total 8 articles about methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate 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: 85.0%

: 105265-83-6
(2R,3R,4R)-2,3,4-Tris-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentanal

: 108-59-8
malonic acid dimethyl ester

: 105285-28-7
methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

Guidance literature:: In pyridine; acetic anhydride; for 42h; Ambient temperature;
DOI:10.1021/jo00386a011

Reference yield:

: 7152-47-8
D-ribose diethyl dithioacetal

: 105285-28-7
methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP / pyridine

2: NaH / dimethylformamide

3: TsOH / methanol; ethyl acetate

4: imidazole / dimethylformamide

5: mercury(II)chloride / acetonitrile; H₂O

6: 85 percent / acetic anhydride / pyridine / 48 h / Ambient temperature

With 1H-imidazole; dmap; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; mercury dichloride; In pyridine; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/cl.1986.1081

Reference yield:

: 108713-87-7
5-O-trityl-D-ribose diethyl dithioacetal

: 105285-28-7
methyl (4S,5S,6R)-4,5,6-tris(benzyloxy)-7-<(tert-butyldiphenylsilyl)oxy>-2-(methoxycarbonyl)-2-heptenoate

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide

2: TsOH / methanol; ethyl acetate

3: imidazole / dimethylformamide

4: mercury(II)chloride / acetonitrile; H₂O

5: 85 percent / acetic anhydride / pyridine / 48 h / Ambient temperature

With 1H-imidazole; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; mercury dichloride; In pyridine; methanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1246/cl.1986.1081