(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

Base Information

Chemical Name:(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile
CAS No.:913355-83-6
Molecular Formula:C₅₁H₇₈ClNO₇Si₃
Molecular Weight:936.892
Hs Code.:

(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

Synonyms:(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

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Chemical Property of (5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

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Technology Process of (5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

There total 18 articles about (5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile 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:

: 913355-81-4
(4R,5S,6R)-2-{(S)-3-[(S)-5-((S)-3-Benzyloxy-1-triethylsilanyloxy-propyl)-4,5-dihydro-isoxazol-3-yl]-butyl}-6-(tert-butyl-diphenyl-silanyloxy)-5-chloro-4-methoxy-2-trimethylsilanyloxy-oct-7-enenitrile

: 913355-83-6
(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

Guidance literature:: With hexacarbonyl molybdenum; In water; acetonitrile; at 90 ℃;
DOI:10.1002/anie.200601655

Reference yield:

: 865872-30-6
tert-butyl-((3R,4R)-4-chloro-3-methoxyhex-5-enyloxy)dimethylsilane

: 913355-83-6
(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

Guidance literature:: Multi-step reaction with 10 steps

1.1: K₃[Fe(CN)6]; hydroquinine 2,5-diphenyl-4,6-pyrimidinediyl diether; OsO₄ / 2-methyl-propan-2-ol; H₂O

2.1: pyridine

3.1: potassium carbonate / methanol

4.1: nBuLi / tetrahydrofuran / 0 °C

4.2: tetrahydrofuran / 0 °C

5.1: imidazole

6.1: pyridinium para-toluenesulfonate / methanol

7.1: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - 20 °C

8.1: N-methylmorpholine-N-oxide / CH₂Cl₂

9.1: lithium diisopropylamide / tetrahydrofuran / -78 °C

9.2: tetrahydrofuran

10.1: Mo(CO)6 / acetonitrile; H₂O / 90 °C

With pyridine; 1H-imidazole; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); hexacarbonyl molybdenum; pyridinium p-toluenesulfonate; potassium carbonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; potassium hexacyanoferrate(III); lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol; 7.1: Swern oxidation;
DOI:10.1002/anie.200601655

Reference yield:

: 865872-31-7
(2R,3R,4R)-6-(tert-butyldimethylsilanyloxy)-3-chloro-4-methoxyhexane-1,2-diol

: 913355-83-6
(5S,8S,9S)-11-Benzyloxy-2-[(2R,3S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-chloro-2-methoxy-hex-5-enyl]-8-hydroxy-5-methyl-6-oxo-9-triethylsilanyloxy-2-trimethylsilanyloxy-undecanenitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine

2.1: potassium carbonate / methanol

3.1: nBuLi / tetrahydrofuran / 0 °C

3.2: tetrahydrofuran / 0 °C

4.1: imidazole

5.1: pyridinium para-toluenesulfonate / methanol

6.1: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - 20 °C

7.1: N-methylmorpholine-N-oxide / CH₂Cl₂

8.1: lithium diisopropylamide / tetrahydrofuran / -78 °C

8.2: tetrahydrofuran

9.1: Mo(CO)6 / acetonitrile; H₂O / 90 °C

With pyridine; 1H-imidazole; n-butyllithium; oxalyl dichloride; hexacarbonyl molybdenum; pyridinium p-toluenesulfonate; potassium carbonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 6.1: Swern oxidation;
DOI:10.1002/anie.200601655