(2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

Base Information

Chemical Name:(2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one
CAS No.:1379678-46-2
Molecular Formula:C₂₄H₂₆O₇
Molecular Weight:426.466
Hs Code.:

Synonyms:(2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

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Chemical Property of (2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

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Technology Process of (2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

There total 4 articles about (2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one 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: 89.0%

: 32315-10-9
bis(trichloromethyl) carbonate

: 1379678-45-1
(2R,3S,5R)-2,3-dihydroxy-5-(4-methoxybenzylhydroxy)(2-methoxyphenyl)oct-7-en-1-one

: 1379678-46-2
(2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

Guidance literature:: With pyridine; In dichloromethane; at -20 - 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201102898

Reference yield:

: 1379678-59-7
C₁₈H₂₈O₄

: 1379678-46-2
(2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: Amberlyst-15 / water; acetone / 12 h / 50 °C / Inert atmosphere

2: (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

3: pyridine / dichloromethane / -20 - 20 °C / Inert atmosphere

With pyridine; (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc; In dichloromethane; water; acetone; 2: Aldol reaction;
DOI:10.1002/chem.201102898

Reference yield:

: 175601-64-6
(R)-1,1-diethoxyhex-5-en-3-ol

: 1379678-46-2
(2R,3S,5R)-2,3-carbonyldioxy-5-(4-methoxybenzylhydroxy)-(2-methoxyphenyl)oct-7-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 - 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: Amberlyst-15 / water; acetone / 12 h / 50 °C / Inert atmosphere

3.1: (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc / toluene / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

4.1: pyridine / dichloromethane / -20 - 20 °C / Inert atmosphere

With pyridine; (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc; sodium hydride; In dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; mineral oil; 3.1: Aldol reaction;
DOI:10.1002/chem.201102898