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

Base Information

Chemical Name:(2R,3S,5R)-2,3-dihydroxy-5-(4-methoxybenzylhydroxy)(2-methoxyphenyl)oct-7-en-1-one
CAS No.:1379678-45-1
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about (2R,3S,5R)-2,3-dihydroxy-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:

: 194294-70-7
(R)-3-(4-Methoxy-benzyloxy)-hex-5-enal

: 224321-19-1
2-hydroxy-1-(2-methoxyphenyl)ethanone

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

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

Guidance literature:: With (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc; In toluene; at 0 - 20 ℃; for 12h; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201102898

Reference yield:

: 194294-70-7
(R)-3-(4-Methoxy-benzyloxy)-hex-5-enal

: 224321-19-1
2-hydroxy-1-(2-methoxyphenyl)ethanone

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

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

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

Guidance literature:: With (R,R)-(-)-2,6-bis[2-(hydroxyldiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenole; diethylzinc; In dichloromethane; at 0 - 20 ℃; for 12h; optical yield given as %de; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201102898

Reference yield:

: 1379678-59-7
C₁₈H₂₈O₄

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

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

Guidance literature:: Multi-step reaction with 2 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 / toluene / 12 h / 0 - 20 °C / Inert atmosphere; Molecular sieve

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