(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

Base Information

Chemical Name:(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate
CAS No.:337359-85-0
Molecular Formula:C₄₀H₆₀O₆Si
Molecular Weight:664.998
Hs Code.:

(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

Synonyms:(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

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Chemical Property of (2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

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Technology Process of (2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

There total 5 articles about (2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl 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:

: Acetic acid (Z)-(2R,4R)-8-{(3R,5S,6S)-6-[(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-ethyl-2,5-dihydroxy-4-methyl-oct-7-enyl ester

: 337359-85-0
(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1039/b008159k

Reference yield:

: 130514-54-4
(1'S,3R,5S,6S)-(+)-6-<1'-(t-butyldiphenylsilyloxymethyl)propyl>-3,5-dimethyltetrahydropyran-2-one

: 337359-85-0
(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / 1.5 h / -78 - 0 °C

2.1: Amberlite resin IR 118

3.1: 90 mg / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

4.1: H₂; K₂CO₃ / Lindlar catalyst / pentane; ethyl acetate / 1 h / 20 °C

5.1: 40 mg / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; n-butyllithium; Amberlite resin IR 118; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; pentane;
DOI:10.1039/b008159k

Reference yield:

: 223564-85-0
(2R,4R)-8-{(3R,5S,6S)-6-[(S)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-propyl]-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-2-ethyl-4-methyl-oct-7-yne-1,2,5-triol

: 337359-85-0
(2R,4R,2'R/S,6'S,8'S,9'S,11'R,1''S)-4-{8-[1-(tert-Butyldiphenylsilyloxymethyl)propyl]-9,11-dimethyl-1,7-dioxaspiro[5.5]undec-4-en-2-yl}-2-ethyl-2-hydroxypent-1-yl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 mg / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

2: H₂; K₂CO₃ / Lindlar catalyst / pentane; ethyl acetate / 1 h / 20 °C

3: 40 mg / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; Lindlar's catalyst; In dichloromethane; ethyl acetate; pentane;
DOI:10.1039/b008159k