Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester

Base Information

• Chemical Name: Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester
• CAS No.: 532929-52-5
• Molecular Formula: C₃₆H₅₀O₃Si
• Molecular Weight: 558.877
• Mol file: 532929-52-5.mol

Synonyms:Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester

Chemical Property of Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester

There total 15 articles about Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester 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:

methyl 5(R)-(tetrahydropyranyloxy)-hexanoate (103367-38-0) → Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester (532929-52-5)

Guidance literature:

Multi-step reaction with 14 steps

1: LiAlH₄ / tetrahydrofuran / 0 °C

2: pyridine / 0 °C

3: dimethylsulfoxide / 20 °C

4: i-Bu₂AlH / CH₂Cl₂ / -78 °C

5: 99 percent / NaH / tetrahydrofuran / 0 °C

6: i-Bu₂AlH / CH₂Cl₂ / -78 °C

7: 89 percent / (+)-diethyl tartrate; titanium(IV) isopropoxide; t-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂ / -23 °C

8: 80 percent / i-Bu₂AlH / CH₂Cl₂ / 0 °C

9: 82 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

10: 97 percent / K₂CO₃ / methanol / 20 °C

11: 97 percent / CuI / diethyl ether / -60 - -40 °C

12: 90 percent / imidazole / dimethylformamide / 20 °C

13: 78 percent / pyridinium p-toluenesulfonate / ethanol / 40 °C

14: diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; (+)-Weinsaeure-diethylester; triethylamine; triphenylphosphine; diethylazodicarboxylate; 4 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 5: Wittig reaction / 7: Sharpless epoxidation / 14: Mitsunobu reaction;

DOI:10.1021/ol034338k

Reference yield:

(E)-(R)-5-(Tetrahydro-pyran-2-yloxy)-hex-2-enoic acid methyl ester (195819-11-5) → Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester (532929-52-5)

Guidance literature:

Multi-step reaction with 15 steps

1: NaBH₄; NiCl₂*6H₂O / methanol / 0 °C

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: pyridine / 0 °C

4: dimethylsulfoxide / 20 °C

5: i-Bu₂AlH / CH₂Cl₂ / -78 °C

6: 99 percent / NaH / tetrahydrofuran / 0 °C

7: i-Bu₂AlH / CH₂Cl₂ / -78 °C

8: 89 percent / (+)-diethyl tartrate; titanium(IV) isopropoxide; t-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂ / -23 °C

9: 80 percent / i-Bu₂AlH / CH₂Cl₂ / 0 °C

10: 82 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

11: 97 percent / K₂CO₃ / methanol / 20 °C

12: 97 percent / CuI / diethyl ether / -60 - -40 °C

13: 90 percent / imidazole / dimethylformamide / 20 °C

14: 78 percent / pyridinium p-toluenesulfonate / ethanol / 40 °C

15: diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; copper(l) iodide; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; (+)-Weinsaeure-diethylester; triethylamine; triphenylphosphine; nickel dichloride; diethylazodicarboxylate; 4 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 6: Wittig reaction / 8: Sharpless epoxidation / 15: Mitsunobu reaction;

DOI:10.1021/ol034338k

Reference yield:

(R)-6-(Tetrahydro-pyran-2-yloxy)-heptanal → Benzoic acid (1S,7S)-7-(tert-butyl-diphenyl-silanyloxy)-1-methyl-dodecyl ester (532929-52-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 99 percent / NaH / tetrahydrofuran / 0 °C

2: i-Bu₂AlH / CH₂Cl₂ / -78 °C

3: 89 percent / (+)-diethyl tartrate; titanium(IV) isopropoxide; t-butyl hydroperoxide / molecular sieves 4 Angstroem / CH₂Cl₂ / -23 °C

4: 80 percent / i-Bu₂AlH / CH₂Cl₂ / 0 °C

5: 82 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

6: 97 percent / K₂CO₃ / methanol / 20 °C

7: 97 percent / CuI / diethyl ether / -60 - -40 °C

8: 90 percent / imidazole / dimethylformamide / 20 °C

9: 78 percent / pyridinium p-toluenesulfonate / ethanol / 40 °C

10: diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; (+)-Weinsaeure-diethylester; triethylamine; triphenylphosphine; diethylazodicarboxylate; 4 A molecular sieve; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Wittig reaction / 3: Sharpless epoxidation / 10: Mitsunobu reaction;

DOI:10.1021/ol034338k

upstream raw materials:

benzoic acid

(2R,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-tridecan-2-ol

methyl 5(R)-(tetrahydropyranyloxy)-hexanoate

(E)-(R)-5-(Tetrahydro-pyran-2-yloxy)-hex-2-enoic acid methyl ester

Downstream raw materials:

Benzoic acid (1S,7R)-7-hydroxy-1-methyl-dodecyl ester

Benzoic acid (1S,7S)-7-hydroxy-1-methyl-dodecyl ester