allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside
CAS No.:136737-61-6
Molecular Formula:C₂₅H₂₈O₈
Molecular Weight:456.493
Hs Code.:

Synonyms:allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

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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 allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

There total 10 articles about allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside 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: 66.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 136737-60-5
allyl 2,4-di-O-benzoyl-3-O-methyl-β-D-glucopyranoside

: 136737-61-6
allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1016/0008-6215(92)84172-O

Reference yield:

: 129192-93-4
allyl 2,4,6-tri-O-acetyl-3-O-methyl-β-D-glucopyranoside

: 136737-61-6
allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / NaOMe / methanol / 16 h

2: 82 percent / p-TsOH / dimethylformamide / 2 h / 50 °C

3: 86 percent / pyridine / 2 h / Ambient temperature

4: 70 percent / TFA, sodium cyanoborohydride, 3 Angstroem molecular sieves / dimethylformamide / 18 h / Ambient temperature

5: 93 percent / pyridine / 2 h / Ambient temperature

6: 98 percent / ceric ammonium nitrate / acetonitrile; H₂O / 4 h / Ambient temperature

7: 66 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(92)84172-O

Reference yield:

: 136737-55-8
allyl 3-O-methyl-β-D-glucopyranoside

: 136737-61-6
allyl 2,4-di-O-benzoyl-3,6-di-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / p-TsOH / dimethylformamide / 2 h / 50 °C

2: 86 percent / pyridine / 2 h / Ambient temperature

3: 70 percent / TFA, sodium cyanoborohydride, 3 Angstroem molecular sieves / dimethylformamide / 18 h / Ambient temperature

4: 93 percent / pyridine / 2 h / Ambient temperature

5: 98 percent / ceric ammonium nitrate / acetonitrile; H₂O / 4 h / Ambient temperature

6: 66 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / 0 °C

With pyridine; ammonium cerium(IV) nitrate; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(92)84172-O