(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Base Information

Chemical Name:(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester
CAS No.:158901-92-9
Molecular Formula:C₄₈H₇₄O₁₃
Molecular Weight:859.108
Hs Code.:

(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Synonyms:(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

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Chemical Property of (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

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Technology Process of (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

There total 8 articles about (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl 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: 51.0%

: 158901-91-8
C₄₉H₇₄O₁₅S

: 158901-92-9
(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Guidance literature:: With phosphorous acid trimethyl ester; for 28h; Heating;
DOI:10.1021/jm00049a022

Reference yield:

: 71432-55-8
2-tert-butyl-1,3-diisopropylisourea

: 158901-92-9
(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / toluene / 16 h / 65 °C

2: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / Ambient temperature

3: cerium(III) chloride, ethylmagnesium chloride / tetrahydrofuran / 0.83 h / -78 °C

4: 31 percent / O₃ / CH₂Cl₂; pyridine / 3 h / -78 °C

5: 72 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

6: 91 percent / toluene / Ambient temperature

7: 51 percent / trimethyl phosphite / 28 h / Heating

With sodium tetrahydroborate; cerium(III) chloride; ethylmagnesium chloride; pyridinium p-toluenesulfonate; ozone; phosphorous acid trimethyl ester; In tetrahydrofuran; pyridine; ethanol; dichloromethane; toluene;
DOI:10.1021/jm00049a022

Reference yield:

: 144358-24-7
<1S-<1α(4R*,5R*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris(1,1-dimethylethyl) ester

: 158901-92-9
(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-7-(1-methoxy-1-methyl-ethoxy)-1-((E)-(R)-5-methyl-6-phenyl-hex-3-enyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / Ambient temperature

2: cerium(III) chloride, ethylmagnesium chloride / tetrahydrofuran / 0.83 h / -78 °C

3: 31 percent / O₃ / CH₂Cl₂; pyridine / 3 h / -78 °C

4: 72 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

5: 91 percent / toluene / Ambient temperature

6: 51 percent / trimethyl phosphite / 28 h / Heating

With sodium tetrahydroborate; cerium(III) chloride; ethylmagnesium chloride; pyridinium p-toluenesulfonate; ozone; phosphorous acid trimethyl ester; In tetrahydrofuran; pyridine; ethanol; dichloromethane; toluene;
DOI:10.1021/jm00049a022