(1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

Base Information

Chemical Name:(1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol
CAS No.:1296147-82-4
Molecular Formula:C₂₇H₃₀O₆
Molecular Weight:450.532
Hs Code.:

Synonyms:(1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

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Chemical Property of (1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

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Technology Process of (1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

There total 15 articles about (1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol 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: 85.0%

: 1296147-78-8
C₃₃H₄₄O₆Si

: 1296147-82-4
(1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.3987/COM-10-S(E)88

Reference yield:

: (3S,4S)-4-(4-Benzyloxy-3-methoxy-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-methyl-butan-2-ol

: 1296147-82-4
(1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

1.2: -10 °C

2.1: tetrahydrofuran / -40 °C

3.1: tetrahydrofuran / 0 °C

4.1: dihydrogen peroxide; sodium hydroxide / 0 °C

5.1: Dess-Martin periodane / dichloromethane / 20 °C

6.1: tetrahydrofuran / 0 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dihydrogen peroxide; Dess-Martin periodane; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Tebbe olefination / 5.1: Dess-Martin oxidation;
DOI:10.3987/COM-10-S(E)88

Reference yield:

: 898547-02-9
(2R,3S,4S)-4-(4-(benzyloxy)-3-methoxyphenyl)-4-((tert-butyldimethylsilyl)oxy)-2,3-dimethylbutan-1-ol

: 1296147-82-4
(1R,2R,3S,4S)-1-(benzo[d][1,3]dioxol-5-yl)-4-(4-(benzyloxy)-3-methoxyphenyl)-2,3-dimethylbutane-1,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 20 °C

2: tetrahydrofuran / 0 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

With tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 1: Dess-Martin oxidation;
DOI:10.3987/COM-10-S(E)88