{(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

• Chemical Name: {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester
• CAS No.: 1026517-23-6
• Molecular Formula: C₂₃H₃₆Cl₃NO₄Si
• Molecular Weight: 524.988
• Mol file: 1026517-23-6.mol

Synonyms:{(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

Chemical Property of {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

There total 1 articles about {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl 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:

2-{(6S)-6-[(2S)-2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethanone → {(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester (1026517-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / K₂CO₃ / acetonitrile / 48 h / 20 °C

2: OsO₄; NaIO₄ / dioxane; H₂O / 4 h / 20 °C

With sodium periodate; osmium(VIII) oxide; potassium carbonate; In 1,4-dioxane; water; acetonitrile;

DOI:10.1021/jo048848j

Reference yield:

{(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester (1026517-23-6) → 2,2,2-trichloroethyl {(1S)-1-[(2S)-2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-hydroxypentyl}(methyl)carbamate (807373-38-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 2h;

DOI:10.1021/jo048848j

Reference yield:

{(S)-1-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-5-oxo-pentyl}-methyl-carbamic acid 2,2,2-trichloro-ethyl ester (1026517-23-6) → (2S)-2-((2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-phenylethyl)-1-methylpiperidine (807373-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 701 mg / NaBH₄ / ethanol / 2 h / 0 °C

2: 93 percent / PPh₃; CBr₄ / CH₂Cl₂ / 1 h / 0 °C

3: 96 percent / Zn; acetic acid / CH₂Cl₂ / 4 h / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; acetic acid; triphenylphosphine; zinc; In ethanol; dichloromethane;

DOI:10.1021/jo048848j

Downstream raw materials:

2,2,2-trichloroethyl {(1S)-1-[(2S)-2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-hydroxypentyl}(methyl)carbamate

(2S)-2-((2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-phenylethyl)-1-methylpiperidine

2,2,2-trichloroethyl {(1S)-1-[(2S)-2-(tert-butyldimethylsilanoxy)-2-phenylethyl]-5-bromopentyl}(methyl)carbamate

(-)-sedamine