(R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide

Base Information

• Chemical Name: (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide
• CAS No.: 212378-97-7
• Molecular Formula: C₁₂H₁₇NOS
• Molecular Weight: 223.339
• Mol file: 212378-97-7.mol

Synonyms:(R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide

Chemical Property of (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide

There total 6 articles about (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide 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: 100.0%

(R(S))-N-[2-bromo-1-phenylethylidene]-tert-butanesulfinamide → (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide (212378-97-7)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; dichloromethane; at -78 ℃; Inert atmosphere;

DOI:10.1039/c001471k

Reference yield: 91.0%

C12H16ClNOS (1172578-24-3) + vinyl magnesium bromide (1826-67-1) → C14H19NOS + C14H19NOS (1309795-20-7) + (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide (212378-97-7)

Guidance literature:

C₁₂H₁₆ClNOS; vinyl magnesium bromide; In dichloromethane; at -78 - -40 ℃; for 6h;

With ammonium chloride; In dichloromethane; water; at -40 ℃;

DOI:10.1055/s-0030-1259554

Reference yield: 90.0%

acetophenone (98-86-2) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (R(S))-N-(1-phenylethylidene)-tert-butanesulfinamide (212378-97-7)

Guidance literature:

With titanium(IV) tetraethanolate; In tetrahydrofuran; at 55 ℃; for 6h;

DOI:10.1039/b601527a

upstream raw materials:

acetophenone

(R)-2-methylpropane-2-sulfinamide

methyl-3-pyridylketone

C₁₂H₁₆ClNOS

Downstream raw materials:

(R_S)-2-methyl-N-((R)-1-phenylethyl)propane-2-sulfinamide

(R_S)-2-methyl-N-((S)-1-phenylethyl)propane-2-sulfinamide

pinacol (R)-1-N-sulfinylphenylmethyl-1-boronate

pinacol (R)-1-N-sulfinylphenylmethyl-1-boronate

Refernces

• 1、 McKerrall, Steven J.,Nguyen, Teresa,Lai, Kwong Wah,Bergeron, Philippe,Deng, Lunbin,Dipasquale, Antonio,Chang, Jae H.,Chen, Jun,Chernov-Rogan, Tania,Hackos, David H.,Maher, Jonathan,Ortwine, Daniel F.,Pang, Jodie,Payandeh, Jian,Proctor, William R.,Shields, Shannon D.,Vogt, Jennifer,Ji, Pengfei,Liu, Wenfeng,Ballini, Elisa,Schumann, Lilia,Tarozzo, Glauco,Bankar, Girish,Chowdhury, Sultan,Hasan, Abid,Johnson,Khakh, Kuldip,Lin, Sophia,Cohen, Charles J.,Dehnhardt, Christoph M.,Safina, Brian S.,Sutherlin, Daniel P.. "Structure- and Ligand-Based Discovery of Chromane Arylsulfonamide Nav1.7 Inhibitors for the Treatment of Chronic Pain". . p. 4091 - 4109. Retrieved 2019.
• 2、 Du, Yu,Huang, Hui-Ying,Liu, Hui,Ruan, Yuan-Ping,Huang, Pei-Qiang. "Studies towards the total asymmetric synthesis of the pentacyclic indole alkaloid arboflorine: Asymmetric synthesis of a key intermediate". . p. 565 - 568. Retrieved 2011.
• 3、 Pablo, Oscar,Guijarro, David,Yus, Miguel. "Microwave-Enhanced Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)imines". . p. 7034 - 7038. Retrieved 2016/02/19.