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

Base Information

Chemical Name:methyl 6-O-(tert-butyldiphenylsilyl)-4-C-(carboxymethyl)-2,4-dideoxy-α-D-ribo-hexopyranoside, γ-lactone
CAS No.:65011-72-5
Molecular Formula:C₂₅H₃₂O₅Si
Molecular Weight:440.612
Hs Code.:

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

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

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

There total 9 articles about methyl 6-O-(tert-butyldiphenylsilyl)-4-C-(carboxymethyl)-2,4-dideoxy-α-D-ribo-hexopyranoside, γ-lactone 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%

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

: 65011-72-5
methyl 6-O-(tert-butyldiphenylsilyl)-4-C-(carboxymethyl)-2,4-dideoxy-α-D-ribo-hexopyranoside, γ-lactone

Guidance literature:: With potassium carbonate; In methanol; for 60h;
DOI:10.1139/v81-126

Reference yield:

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

: 65011-72-5
methyl 6-O-(tert-butyldiphenylsilyl)-4-C-(carboxymethyl)-2,4-dideoxy-α-D-ribo-hexopyranoside, γ-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: 48.6 percent / potassium tert-butoxide / toluene / 8 h / Ambient temperature

2: 92 percent / H₂ / 20percent palladium hydroxide on charcoal / methanol; ethyl acetate / 24 h

3: 85 percent / potassium carbonate / methanol / 60 h

With potassium tert-butylate; hydrogen; potassium carbonate; palladium hydroxide - carbon; In methanol; ethyl acetate; toluene;
DOI:10.1139/v81-126

Reference yield:

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

: 65011-72-5
methyl 6-O-(tert-butyldiphenylsilyl)-4-C-(carboxymethyl)-2,4-dideoxy-α-D-ribo-hexopyranoside, γ-lactone

Guidance literature:: Multi-step reaction with 4 steps

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

2: 48.6 percent / potassium tert-butoxide / toluene / 8 h / Ambient temperature

3: 92 percent / H₂ / 20percent palladium hydroxide on charcoal / methanol; ethyl acetate / 24 h

4: 85 percent / potassium carbonate / methanol / 60 h

With pyridine; potassium tert-butylate; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium hydroxide - carbon; In methanol; dimethyl sulfoxide; ethyl acetate; toluene;
DOI:10.1139/v81-126