(S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide

Base Information

• Chemical Name: (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide
• CAS No.: 851165-04-3
• Molecular Formula: C₂₉H₃₆N₂O₂SSi
• Molecular Weight: 504.769
• Mol file: 851165-04-3.mol

Synonyms:

Chemical Property of (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide

There total 4 articles about (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide 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:

1-phenyl-2-hydroxyethanone (582-24-1) → (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide (851165-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: Ti(OEt)4 / tetrahydrofuran / 12 h / Heating

3.1: tetrahydrofuran; toluene; propan-2-ol / 0.5 h / 20 °C

3.2: 282 mg / tetrahydrofuran; toluene; propan-2-ol / 72 h / -20 °C

With 1H-imidazole; dmap; titanium(IV) tetraethanolate; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;

DOI:10.1055/s-2004-837308

Reference yield:

2-(tert-butylphenylsilyloxy)acetophenone (139167-15-0) → (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide (851165-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Ti(OEt)4 / tetrahydrofuran / 12 h / Heating

2.1: tetrahydrofuran; toluene; propan-2-ol / 0.5 h / 20 °C

2.2: 282 mg / tetrahydrofuran; toluene; propan-2-ol / 72 h / -20 °C

With titanium(IV) tetraethanolate; In tetrahydrofuran; isopropyl alcohol; toluene;

DOI:10.1055/s-2004-837308

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (S,S)-tert-butanesulfinic acid [2-(tert-butyldiphenylsilyloxy)-1-cyano-1-phenylethyl]amide (851165-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: Ti(OEt)4 / tetrahydrofuran / 12 h / Heating

3.1: tetrahydrofuran; toluene; propan-2-ol / 0.5 h / 20 °C

3.2: 282 mg / tetrahydrofuran; toluene; propan-2-ol / 72 h / -20 °C

With 1H-imidazole; dmap; titanium(IV) tetraethanolate; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;

DOI:10.1055/s-2004-837308

upstream raw materials:

diethylaluminium cyanide

1-phenyl-2-hydroxyethanone

2-(tert-butylphenylsilyloxy)acetophenone

tert-butylchlorodiphenylsilane

Downstream raw materials:

(R)-α-phenylserine