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

Base Information

Chemical Name:benzyl 3-O-allyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside
CAS No.:88819-04-9
Molecular Formula:C₃₀H₃₄O₅
Molecular Weight:474.597
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 14 articles about benzyl 3-O-allyl-2,4-di-O-benzyl-6-deoxy-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: 81.0%

: 100-39-0
benzyl bromide

: 88819-02-7
benzyl-3-O-allyl-4-O-benzyl-6-deoxy-α-L-talopyranoside

: 88819-04-9
benzyl 3-O-allyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Guidance literature:: DOI:10.1016/0008-6215(83)84006-3

Reference yield:

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

: 88819-04-9
benzyl 3-O-allyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 6 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

4: 92 percent / water / acetic acid / 1 h / 80 °C

5: 54 percent / dibutyltin, tetrabutylammonium bromide / benzene

6: 81 percent

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

Reference yield:

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

: 88819-04-9
benzyl 3-O-allyl-2,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 7 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

5: 92 percent / water / acetic acid / 1 h / 80 °C

6: 54 percent / dibutyltin, tetrabutylammonium bromide / benzene

7: 81 percent

With sodium tetrahydroborate; ruthenium tetroxide; tetrabutylammomium bromide; water; sodium methylate; sodium hydride; dibutylstannane; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(83)84006-3