(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Base Information

Chemical Name:(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
CAS No.:146007-88-7
Molecular Formula:C₄₀H₄₉NO₁₄
Molecular Weight:767.827
Hs Code.:

(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Synonyms:

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Chemical Property of (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

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Technology Process of (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

There total 5 articles about (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid 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:

: 146968-20-9
(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-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

: 146007-88-7
(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(00)77469-7

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

: 146007-88-7
(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2 h / 0 °C

2: 100 percent / ethylmagnesium chloride, CeCl₃ / tetrahydrofuran / 0.5 h / -70 °C

3: Et₃N / toluene / Heating

4: trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

With cerium(III) chloride; ethylmagnesium chloride; pyridinium p-toluenesulfonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)77469-7

Reference yield:

: 146968-12-9
<1S-<1α(4R*,5S*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-(4-hydroxy-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) 7-(1-methoxy-1-methylethyl ether) ester

: 146007-88-7
(1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-1-((4S,5R)-5-methyl-3-methylene-6-phenyl-4-phenylcarbamoyloxy-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / toluene / Heating

2: trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

With triethylamine; trifluoroacetic acid; In dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)77469-7