(1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

Base Information

Chemical Name:(1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate
CAS No.:1404195-55-6
Molecular Formula:C₃₀H₅₉O₈PSi₂
Molecular Weight:634.938
Hs Code.:

Synonyms:(1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

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Technology Process of (1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

There total 8 articles about (1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate 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: 92.0%

: 3095-95-2
diethylphosphonoacetic acid

: 1404195-54-5
1-((1S,2R,5R)-5-((tert-butyldimethylsilyl)oxy)-2-hydroxy-4-methylcyclohex-3-en-1-yl)-2-((triisopropylsilyl)oxy)ethanone

: 1404195-55-6
(1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In benzene; for 1h; Inert atmosphere;
DOI:10.1021/ol302570k DOI:10.1021/ol302570k

Reference yield:

: 1404195-50-1
(2S,5S)-2-hydroxy-2-methyl-5-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-3-enone

: 1404195-55-6
(1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium tetrahydroborate / methanol / 1.5 h / -78 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 15 h / 0 - 20 °C / Inert atmosphere

3: dipyridinium dichromate / dichloromethane / 12 h / 50 °C / Inert atmosphere

4: L-Selectride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5: sodium periodate; osmium(VIII) oxide; 2,6-dimethylpyridine / water; 1,4-dioxane; tert-butyl alcohol / 6 h

6: triethylamine; 2,4,6-trichlorobenzoyl chloride; dmap / benzene / 1 h / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; 2,4,6-trichlorobenzoyl chloride; L-Selectride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1021/ol302570k DOI:10.1021/ol302570k

Reference yield:

: 1404195-51-2
(1S,4S,6R)-6-(tert-butyldimethylsilyloxy)-1-methyl-4-(3-(triisopropylsilyloxy)prop-1-en-2-yl)cyclohex-2-enol

: 1404195-55-6
(1R,4R,6S)-4-(tert-butyldimethylsilyloxy)-3-methyl-6-(2-(triisopropylsilyloxy)acetyl)cyclohex-2-enyl 2-(diethoxyphosphoryl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: dipyridinium dichromate / dichloromethane / 12 h / 50 °C / Inert atmosphere

2: L-Selectride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3: sodium periodate; osmium(VIII) oxide; 2,6-dimethylpyridine / water; 1,4-dioxane; tert-butyl alcohol / 6 h

4: triethylamine; 2,4,6-trichlorobenzoyl chloride; dmap / benzene / 1 h / Inert atmosphere

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; 2,4,6-trichlorobenzoyl chloride; L-Selectride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1021/ol302570k DOI:10.1021/ol302570k