((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane
• CAS No.: 1403354-22-2
• Molecular Formula: C₃₄H₄₈O₃Si
• Molecular Weight: 532.839
• Mol file: 1403354-22-2.mol

Synonyms:((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane

Chemical Property of ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane

There total 10 articles about ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane 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: 88.0%

(4S,6S,8S)-9-(tert-butyldiphenylsilyloxy)-6-methoxy-8-methylnonan-4-ol (1046812-28-5) + O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane (1403354-22-2)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo301425c

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane (1403354-22-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: triethylamine; dmap / dichloromethane / 12 h / 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 10 h / 0 - 20 °C

3.1: (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; acetic acid; water / toluene / 24 h / 20 °C / Cooling with ice

4.1: 2,4,6-trimethyl-pyridine; acetyl chloride / dichloromethane / 10.17 h / -78 °C

4.2: 2.17 h / 0 - 20 °C

4.3: 1 h / Inert atmosphere

5.1: copper(l) iodide / tetrahydrofuran / 0.08 h / -20 °C / Inert atmosphere

5.2: 1 h / -40 - -20 °C / Inert atmosphere

6.1: potassium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

7.1: (R,R)-Jacobsen catalyst; acetic acid; water / toluene / 24 h / 20 °C / Cooling with ice

8.1: 2,4,6-trimethyl-pyridine; acetyl chloride / dichloromethane / 10.17 h / -78 °C

8.2: 2.17 h / 0 - 20 °C

8.3: 1 h / Inert atmosphere

9.1: copper(l) iodide / tetrahydrofuran / 1 h / -40 - 20 °C

10.1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 2 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; dmap; copper(l) iodide; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; (R,R)-Jacobsen catalyst; trifluorormethanesulfonic acid; water; potassium hydride; acetic acid; triethylamine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;

DOI:10.1021/jo301425c

Reference yield:

(S)-(-)-2-methyl-4-penten-1-ol (5673-98-3,63501-27-9,88080-30-2,63501-26-8) → ((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyloxy)(tert-butyl)diphenylsilane (1403354-22-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: triethylamine; dmap / dichloromethane / 12 h / 0 - 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 10 h / 0 - 20 °C

3.1: (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; acetic acid; water / toluene / 24 h / 20 °C / Cooling with ice

4.1: 2,4,6-trimethyl-pyridine; acetyl chloride / dichloromethane / 10.17 h / -78 °C

4.2: 2.17 h / 0 - 20 °C

4.3: 1 h / Inert atmosphere

5.1: copper(l) iodide / tetrahydrofuran / 0.08 h / -20 °C / Inert atmosphere

5.2: 1 h / -40 - -20 °C / Inert atmosphere

6.1: potassium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C

7.1: (R,R)-Jacobsen catalyst; acetic acid; water / toluene / 24 h / 20 °C / Cooling with ice

8.1: 2,4,6-trimethyl-pyridine; acetyl chloride / dichloromethane / 10.17 h / -78 °C

8.2: 2.17 h / 0 - 20 °C

8.3: 1 h / Inert atmosphere

9.1: copper(l) iodide / tetrahydrofuran / 1 h / -40 - 20 °C

10.1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 2 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; dmap; copper(l) iodide; (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; (R,R)-Jacobsen catalyst; trifluorormethanesulfonic acid; water; potassium hydride; acetic acid; triethylamine; acetyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;

DOI:10.1021/jo301425c

upstream raw materials:

(S)-(-)-2-methyl-4-penten-1-ol

tert-butylchlorodiphenylsilane

tert-butyl((S)-2-methyl-3-((S)-oxiran-2-yl)propoxy)diphenylsilane

(4S,6S,8S)-9-(tert-butyldiphenylsilyloxy)-6-methoxy-8-methylnonan-4-ol

Downstream raw materials:

(2R,6S)-2-((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyl)-6-(2-(benzyloxy)ethyl)dihydro-2H-pyran-4(3H)-one

(2S,6S)-2-((2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonyl)-6-(2-(benzyloxy)ethyl)dihydro-2H-pyran-4(3H)-one

(2S,4S,6S)-6-(benzyloxy)-4-methoxy-2-methylnonan-1-ol