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

Base Information

Chemical Name:methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose
CAS No.:65011-68-9
Molecular Formula:C₃₀H₃₄O₆Si
Molecular Weight:518.682
Hs Code.:

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

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

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

There total 6 articles about methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose 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: 94.0%

: 65011-67-8
methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-ribo-hexopyranoside

: 65011-68-9
methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose

Guidance literature:: With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dimethyl sulfoxide;
DOI:10.1139/v81-126

Reference yield:

: 78148-01-3
methyl 3-O-benzoyl-4,6-O-benzylidene-2-deoxy-α-D-ribo-hexopyranoside

: 65011-68-9
methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / H₂ / 20percent palladium hydroxide on charcoal / methanol; ethyl acetate / 18 h

2: 85 percent / imidazole / dimethylformamide / 20 h / Heating

3: 94 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, pyridine, trifluoroacetic acid / dimethylsulfoxide

With pyridine; 1H-imidazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium hydroxide - carbon; In methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1139/v81-126

Reference yield:

: 98-88-4
benzoyl chloride

: 65011-68-9
methyl 3-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-erythro-hexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / pyridine / Ambient temperature

2: 94 percent / H₂ / 20percent palladium hydroxide on charcoal / methanol; ethyl acetate / 18 h

3: 85 percent / imidazole / dimethylformamide / 20 h / Heating

4: 94 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, pyridine, trifluoroacetic acid / dimethylsulfoxide

With pyridine; 1H-imidazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium hydroxide - carbon; In methanol; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1139/v81-126