Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

Base Information

Chemical Name:Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester
CAS No.:897014-78-7
Molecular Formula:C₂₃H₃₀O₇
Molecular Weight:418.487
Hs Code.:

Synonyms:Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

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Chemical Property of Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

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Technology Process of Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

There total 3 articles about Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester 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: 98.0%

: 897014-69-6
Acetic acid (2S,4R)-5-hydroxy-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 897014-78-7
Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; cyclohexane; at 0 - 20 ℃; for 7h;
DOI:10.1016/j.tet.2006.01.106

Reference yield:

: 90270-02-3,97937-36-5
(2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate

: 897014-78-7
Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -78 - 20 °C

2.1: LDA / tetrahydrofuran / 0.1 h / -100 °C

2.2: 58 percent / tetrahydrofuran / 0.25 h / -100 - -90 °C

3.1: 98 percent / (+/-)-camphorsulfonic acid / CH₂Cl₂; cyclohexane / 7 h / 0 - 20 °C

With oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; cyclohexane; 1.1: Swern oxidation;
DOI:10.1016/j.tet.2006.01.106

Reference yield:

: 168134-57-4
(2R,4S)-5-acetoxy-2,4-dimethyl-pentanal

: 897014-78-7
Acetic acid (2S,4R)-5-(4-methoxy-benzyloxy)-5-(4-methoxy-5-methylene-2-oxo-2,5-dihydro-furan-3-yl)-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.1 h / -100 °C

1.2: 58 percent / tetrahydrofuran / 0.25 h / -100 - -90 °C

2.1: 98 percent / (+/-)-camphorsulfonic acid / CH₂Cl₂; cyclohexane / 7 h / 0 - 20 °C

With camphor-10-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1016/j.tet.2006.01.106