2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester
• CAS No.: 157117-13-0
• Molecular Formula: C₄₂H₆₀O₇Si
• Molecular Weight: 705.02
• Mol file: 157117-13-0.mol

Synonyms:2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester

Chemical Property of 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester

There total 16 articles about 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl 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: 92.0%

2,2-dimethylbutyric acid (595-37-9) + {(2S,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-yl}-methanol (157117-04-9) → 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester (157117-13-0)

Guidance literature:

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(00)75797-2

Reference yield:

(1R,2R,4R,5R,6R)-5-[2-(4-Methoxy-phenoxy)-ethyl]-3,7,9-trioxa-tricyclo[4.2.1.02,4]nonane (157116-99-9) → 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester (157117-13-0)

Guidance literature:

Multi-step reaction with 9 steps

1: diethyl ether / Ambient temperature

2: H₂ / Pd/C / methanol

3: H⁽¹⁺⁾

4: pyridine

5: Swern oxidation

6: MeLi / tetrahydrofuran / -78 °C

7: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH₂Cl₂ / -78 °C

8: NaBH₄ / 0.25 h / -20 °C

9: 92 percent / MsCl, Et₃N, DMAP / CH₂Cl₂

With pyridine; dmap; sodium tetrahydroborate; methyllithium; hydrogen; hydrogen cation; methanesulfonyl chloride; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)75797-2

Reference yield:

Acetic acid (1R,2S,3R,4R,5R)-4-allyl-2-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-3-yl ester (157116-97-7) → 2,2-Dimethyl-butyric acid (2S,3S,4S,5R,6S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-ylmethyl ester (157117-13-0)

Guidance literature:

Multi-step reaction with 14 steps

2: DEAD-Ph₃P / CH₂Cl₂ / Ambient temperature

3: H₂ / Pd/C / methanol

4: Et₃N / CH₂Cl₂ / -10 °C

5: MeONa / methanol / Ambient temperature

6: diethyl ether / Ambient temperature

7: H₂ / Pd/C / methanol

8: H⁽¹⁺⁾

9: pyridine

10: Swern oxidation

11: MeLi / tetrahydrofuran / -78 °C

12: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH₂Cl₂ / -78 °C

13: NaBH₄ / 0.25 h / -20 °C

14: 92 percent / MsCl, Et₃N, DMAP / CH₂Cl₂

With pyridine; dmap; sodium tetrahydroborate; methyllithium; hydrogen; sodium methylate; hydrogen cation; methanesulfonyl chloride; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)75797-2

upstream raw materials:

2,2-dimethylbutyric acid

{(2S,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-yl}-methanol

4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

(1R,2R,4R,5R,6R)-5-[2-(4-Methoxy-phenoxy)-ethyl]-3,7,9-trioxa-tricyclo[4.2.1.0^2,4]nonane

Downstream raw materials:

2,2-Dimethyl-butyric acid (1R,2S,5S,6S)-5-hydroxy-2-[2-(4-methoxy-phenoxy)-ethyl]-6-propyl-cyclohex-3-enylmethyl ester

2,2-Dimethyl-butyric acid (1R,2S,5R,6S)-5-hydroxy-2-[2-(4-methoxy-phenoxy)-ethyl]-6-propyl-cyclohex-3-enylmethyl ester

2,2-Dimethyl-butyric acid (1S,2S,3S,6R)-3-methyl-2-(2-oxo-ethyl)-6-propyl-cyclohexylmethyl ester

2,2-Dimethyl-butyric acid (2S,3R,4S,5S,6S)-2-methoxy-3-[2-(4-methoxy-phenoxy)-ethyl]-6-(2-nitro-phenylselanylmethyl)-5-propyl-tetrahydro-pyran-4-ylmethyl ester