benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Base Information

Chemical Name:benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside
CAS No.:88818-98-8
Molecular Formula:C₂₃H₂₈O₅
Molecular Weight:384.472
Hs Code.:

Synonyms:benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

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Chemical Property of benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

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Technology Process of benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

There total 9 articles about benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside 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:

: 26623-26-7
benzyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranosid-4-ulose

: 88818-98-8
benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / methanol / 1.) r.t., 20 min; 2.) reflux, 10 min

2: 1.) RuO₄; 2.) NaBH₄ / 2.) MeOH

3: 92 percent / 1 M NaOMe / CH₂Cl₂; methanol / 5 h / Ambient temperature

4: 86 percent / NaH / dimethylformamide

With sodium tetrahydroborate; ruthenium tetroxide; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)84006-3

Reference yield:

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 88818-98-8
benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) potassium periodate, potassium carbonate, RhO₂; 2.) 2-propanol / 1.) 7 h, r.t.; 2.) r.t., 20 min

2: NaBH₄ / methanol / 1.) r.t., 20 min; 2.) reflux, 10 min

3: 86 percent / NaH / dimethylformamide

With rhodium(IV) oxide; sodium tetrahydroborate; potassium metaperiodate; sodium hydride; potassium carbonate; isopropyl alcohol; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)84006-3

Reference yield:

: 643-17-4
α-D-rhamnopyranose

: 88818-98-8
benzyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / pyridine / Ambient temperature

2: 88 percent / HBr in acetic acid / CH₂Cl₂ / 3 h / 0 °C

3: 82 percent / mercuric cianid / CH₂Cl₂ / 16 h / Ambient temperature

4: 95 percent / 1M sodium methoxide / methanol / 1 h / Ambient temperature

5: 90 percent / p-toluenesulfonic acid / 0.75 h / Ambient temperature

6: 1.) potassium periodate, potassium carbonate, RhO₂; 2.) 2-propanol / 1.) 7 h, r.t.; 2.) r.t., 20 min

7: NaBH₄ / methanol / 1.) r.t., 20 min; 2.) reflux, 10 min

8: 86 percent / NaH / dimethylformamide

With rhodium(IV) oxide; sodium tetrahydroborate; potassium metaperiodate; hydrogen bromide; sodium methylate; mercury(II) cyanide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; isopropyl alcohol; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)84006-3