methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside

Base Information

• Chemical Name: methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside
• CAS No.: 65011-69-0
• Molecular Formula: C₃₃H₃₈O₇Si
• Molecular Weight: 574.746

Synonyms:

Chemical Property of methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside

There total 2 articles about methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-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: 48.6%

methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose (65011-68-9) + trimethyl phosphonoacetate (5927-18-4) → methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside (65011-69-0,65011-70-3) + methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside (65011-70-3)

Guidance literature:

With potassium tert-butylate; In toluene; for 8h; Ambient temperature;

DOI:10.1139/v81-126

Reference yield:

→ methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside (65011-69-0,65011-70-3)

Guidance literature:

Verb. 4, Trimethylphosphonoacetat (Nebenprodukt Verb.5);

DOI:10.1139/v77-079

Reference yield: 70.0%

methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C--α-D-erythro-hexopyranoside (65011-69-0,65011-70-3) → methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C-<(methoxycarbonyl)methyl>-α-D-ribo-hexopyranoside (65011-71-4)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In methanol; ethyl acetate; for 24h;

DOI:10.1139/v81-126

upstream raw materials:

methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose

trimethyl phosphonoacetate

Downstream raw materials:

methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2,4-dideoxy-4-C-<(methoxycarbonyl)methyl>-α-D-ribo-hexopyranoside

methyl 6-O-(tert-butyldiphenylsilyl)-4-C-(carboxymethyl)-2,4-dideoxy-α-D-ribo-hexopyranoside, γ-lactone

Benzoic acid (2S,3S,4S,6S)-2-formyl-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-4-yl ester

Benzoic acid (2S,3S,4S,6S)-2-hydroxymethyl-6-methoxy-3-((Z)-6-methoxycarbonyl-hex-2-enyl)-tetrahydro-pyran-4-yl ester

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