(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

Base Information

Chemical Name:(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate
CAS No.:1265883-45-1
Molecular Formula:C₃₃H₄₄O₇
Molecular Weight:552.708
Hs Code.:

(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

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Chemical Property of (R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

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Technology Process of (R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

There total 12 articles about (R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate 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:

: 1265883-41-7
C₈H₁₁BrO₂

: 1265883-10-0
C₂₅H₃₂O₅

: 1265883-43-9
(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((S)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

: 1265883-45-1
(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

Guidance literature:: C₈H₁₁BrO₂; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

C₂₅H₃₂O₅; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane;
DOI:10.1021/jo102033h

Reference yield:

: 1265883-52-0
(S)-2-bromo-4-methylcyclopent-2-enone

: 1265883-43-9
(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((S)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

: 1265883-45-1
(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / benzene / 10 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/jo102033h

Reference yield:

: 1062292-02-7
(+)-(3S)-N-methoxy-N,3-dimethylpent-4-enamide

: 1265883-43-9
(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((S)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

: 1265883-45-1
(R)-1-((1S,3R)-3-((E)-3-tert-butoxy-2-methyl-3-oxoprop-1-enyl)-2,2-dimethylcyclopropyl)-3-((R)-hydroxy((S)-8-methyl-1,4-dioxaspiro[4.4]non-6-en-6-yl)methyl)but-3-en-2-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 5 h / Inert atmosphere; Reflux

3.1: bromine; triethylamine / dichloromethane / 2.08 h / 0 - 20 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / benzene / 10 h / Inert atmosphere; Reflux

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; n-butyllithium; bromine; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; hexane; dichloromethane; benzene;
DOI:10.1021/jo102033h