(S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone

Base Information

• Chemical Name: (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone
• CAS No.: 163379-48-4
• Molecular Formula: C₂₃H₄₆O₂Si
• Molecular Weight: 382.703
• Mol file: 163379-48-4.mol

Synonyms:(S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone

Chemical Property of (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone

There total 11 articles about (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone 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%

(S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanol → (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone (163379-48-4)

Guidance literature:

With dipyridinium dichromate;

DOI:10.1016/0960-894X(96)00301-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone (163379-48-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / imidazole, DMAP / dimethylformamide

2: 92 percent / 9-BBN, H₂O₂

3: 92 percent / PDC

With 1H-imidazole; dmap; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(96)00301-0

Reference yield:

(3R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-3,7-dimethyl-2-((S)-1-methyl-cyclohex-2-enyl)-octanoic acid methyl ester → (S)-3-[(1R,2R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohexanone (163379-48-4)

Guidance literature:

Multi-step reaction with 9 steps

1: LiAlH₄ / tetrahydrofuran

2: pyridine

3: LAH / tetrahydrofuran

4: 90 percent / TBAF / tetrahydrofuran / 30 °C

5: 68 percent / DEAD, PPh₃

6: K₂CO₃, KOH

7: 97 percent / imidazole, DMAP / dimethylformamide

8: 92 percent / 9-BBN, H₂O₂

9: 92 percent / PDC

With 1H-imidazole; dmap; potassium hydroxide; lithium aluminium tetrahydride; dipyridinium dichromate; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide;

DOI:10.1016/0960-894X(96)00301-0

upstream raw materials:

tert-butyldimethylsilyl chloride

4-Nitro-benzoic acid (1R,4R,5R)-1-isopropyl-4-methyl-5-((S)-1-methyl-cyclohex-2-enyl)-hexyl ester

Toluene-4-sulfonic acid (2R,3R,6S)-6-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-2-((S)-1-methyl-cyclohex-2-enyl)-octyl ester

(3S,6R,7R)-2,6-Dimethyl-7-((S)-1-methyl-cyclohex-2-enyl)-octan-3-ol

Downstream raw materials:

ZG 1310V

(1S,5R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-[2-[(S)-3-[(1R,2R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1,2,6-trimethyl-heptyl]-3-methyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexane

C₄₃H₈₆O₃Si₃