(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

Base Information

Chemical Name:(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane
CAS No.:219318-01-1
Molecular Formula:C₄₈H₇₄O₁₂Si
Molecular Weight:871.194
Hs Code.:

(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

Synonyms:(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

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Chemical Property of (2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

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Technology Process of (2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

There total 7 articles about (2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 219318-01-1
(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

2: 1.) O₃, 2.) Bu₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, from -78 deg C to RT, 10 h

4: 71 percent / pyridine, DMAP / 14.5 h / 58 °C

5: 1.) O₃, 2.) DMS, 3.) Ph₃P

With pyridine; 2,6-dimethylpyridine; dmap; 2,3-dimercapto-succinic acid; tributylphosphine; ozone; triphenylphosphine; In dichloromethane;
DOI:10.1021/ja980836q

Reference yield:

: 219317-90-5
Benzoic acid (2R,3R,5R,7S,8R,9R)-7-(2-hydroxy-ethyl)-2-((S)-1-methoxy-but-3-enyl)-3-(2-methoxy-ethoxymethoxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-9-yl ester

: 219318-01-1
(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

2: 1.) O₃, 2.) Bu₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, from -78 deg C to RT, 10 h

4: 71 percent / pyridine, DMAP / 14.5 h / 58 °C

5: 1.) O₃, 2.) DMS, 3.) Ph₃P

With pyridine; 2,6-dimethylpyridine; dmap; 2,3-dimercapto-succinic acid; tributylphosphine; ozone; triphenylphosphine; In dichloromethane;
DOI:10.1021/ja980836q

Reference yield:

: Benzoic acid (2R,3R,5R,7S,8R,9R)-7-[2-(tert-butyl-phenyl-silanyloxy)-ethyl]-2-((S)-1-methoxy-but-3-enyl)-3-(2-methoxy-ethoxymethoxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-9-yl ester

: 219318-01-1
(2R,2(1S,3S,4S,5R,6R),3R,5R,7S,8R,9R)-9-benzoyloxy-7-(2-tert-butyldimethylsiloxyethyl)-2-(5-hydroxy-1-methoxy-4,6-dimethyl-3-benzoyloxy-8-nonenyl)-3-(2-methoxyethoxymethyl)oxy-4,4,8-trimethyl-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / TBAF / tetrahydrofuran / 2.5 h

2: 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

3: 1.) O₃, 2.) Bu₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, from -78 deg C to RT, 10 h

5: 71 percent / pyridine, DMAP / 14.5 h / 58 °C

6: 1.) O₃, 2.) DMS, 3.) Ph₃P

With pyridine; 2,6-dimethylpyridine; dmap; 2,3-dimercapto-succinic acid; tributylphosphine; tetrabutyl ammonium fluoride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja980836q