Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

Base Information

Chemical Name:Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate
CAS No.:303127-84-6
Molecular Formula:C₃₅H₃₄O₉
Molecular Weight:598.65
Hs Code.:

Synonyms:Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

Suppliers and Price of Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

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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 Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

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Technology Process of Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

There total 9 articles about Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate 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: 76.0%

: C₄₀H₃₆O₉

: 150-76-5
4-methoxy-phenol

: 303127-84-6
Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

Guidance literature:: With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In dichloromethane; at 20 ℃; Molecular sieve;
DOI:10.1016/j.carres.2019.02.005

Reference yield:

: 79-22-1
methyl chloroformate

: 303128-06-5
(2S,3S,4S,5R,6S)-5-Benzoyloxy-3,4-bis-benzyloxy-6-(4-methoxy-phenoxy)-tetrahydro-pyran-2-carboxylic acid

: 303127-84-6
Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1039/b002835p

Reference yield:

: 150-76-5
4-methoxy-phenol

: 303127-84-6
Methyl (4-methoxyphenyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 7 steps

1: 69 percent / trimethylsilyl triflate; 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 0 °C

2: 89 percent / methanol / 16 h / 20 °C

3: 84 percent / CF₃CO₂H / 0.33 h

4: 83 percent / pyridine / CH₂Cl₂ / 1.5 h / 0 - 20 °C

5: 64 percent / AlCl₃; borane-trimethylamine complex; 4 Angstroem molecular sieves / diethyl ether; CH₂Cl₂ / 2 h / 0 °C

6: 79 percent / CrO₃; H₂SO₄ / acetone / 1 h / 20 °C

7: 1.56 g / DMAP; Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With pyridine; chromium(VI) oxide; dmap; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 4 A molecular sieve; sulfuric acid; triethylamine; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane; acetone; 1: Etherification / 2: Deacetylation / 3: Cyclization / 4: Acylation / 5: Ring cleavage / 6: Oxidation / 7: Acylation;
DOI:10.1039/b002835p