methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate

Base Information

• Chemical Name: methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate
• CAS No.: 957121-18-5
• Molecular Formula: C₁₈H₂₇F₂NO₃S
• Molecular Weight: 375.48
• Mol file: 957121-18-5.mol

Synonyms:methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate

Chemical Property of methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate

There total 7 articles about methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate 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-(3,5-difluorophenyl)-2,2-dimethyl-5-oxopentanoate (957121-16-3) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate (957121-18-5) + ethyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate (1211383-10-6)

Guidance literature:

methyl 5-(3,5-difluorophenyl)-2,2-dimethyl-5-oxopentanoate; (S)-2-methylpropane-2-sulfinamide; titanium(IV) tetraethanolate; In tetrahydrofuran; at 60 ℃; for 3h; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

Reference yield:

titanium(IV) tetraethanolate + methyl 5-(3,5-difluorophenyl)-2,2-dimethyl-5-oxopentanoate (957121-16-3) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate (957121-18-5) + ethyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate (1211383-10-6)

Guidance literature:

titanium(IV) tetraethanolate; methyl 5-(3,5-difluorophenyl)-2,2-dimethyl-5-oxopentanoate; (S)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at 60 ℃; for 3h; Sealed vessel;

With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 0.25h;

Reference yield:

dimethyl 2,2-dimethylglutarate (13051-32-6) → methyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate (957121-18-5) + ethyl (5S)-5-{[(S)-tert-butylsulfinyl]amino}-5-(3,5-difluorophenyl)-2,2-dimethylpentanoate (1211383-10-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / tetrahydrofuran; methanol; water / 68 h / 20 °C

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1.5 h / Inert atmosphere

3.1: triethylamine / 1.5 h / 0 - 20 °C

4.1: tetrahydrofuran / 6 h / 0 - 20 °C

5.1: titanium(IV) tetraethanolate / tetrahydrofuran / 3 h / 60 °C / Inert atmosphere

5.2: 0.25 h / 0 °C / Inert atmosphere

With oxalyl dichloride; potassium carbonate; triethylamine; titanium(IV) tetraethanolate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

methyl 5-(3,5-difluorophenyl)-2,2-dimethyl-5-oxopentanoate

(S)-2-methylpropane-2-sulfinamide

3,3-dimethyl glutaric acid anhydride

methyl 5-[(methoxy)(methyl)amino]-2,2-dimethyl-5-oxopentanoate

Downstream raw materials:

(6S)-6-(3,5-difluorophenyl)-3,3-dimethylpiperidin-2-one