(R)-N-(2-HYDROXY-2-METHYL-1-PHENYL-PROPYL)-4-METHYL-BENZENESULFONAMIDE

Base Information

• Chemical Name: (R)-N-(2-HYDROXY-2-METHYL-1-PHENYL-PROPYL)-4-METHYL-BENZENESULFONAMIDE
• CAS No.: 620627-46-5
• Molecular Formula: C17H21NO3S
• Molecular Weight: 319.425
• Hs Code.: 2935009090
• Mol file: 620627-46-5.mol

Synonyms:

Chemical Property of (R)-N-(2-HYDROXY-2-METHYL-1-PHENYL-PROPYL)-4-METHYL-BENZENESULFONAMIDE

Chemical Property:

• Vapor Pressure: 3.53E-10mmHg at 25°C
• Boiling Point: 484oC at 760 mmHg
• Flash Point: 246.5oC
• PSA: 74.78000
• Density: 1.206g/cm3
• LogP: 4.25720
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

(R)-N-(2-Hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-N-(2-HYDROXY-2-METHYL-1-PHENYL-PROPYL)-4-METHYL-BENZENESULFONAMIDE

There total 19 articles about (R)-N-(2-HYDROXY-2-METHYL-1-PHENYL-PROPYL)-4-METHYL-BENZENESULFONAMIDE 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: 95.0%

(R)-2-phenylglycine methyl ester hydrochloride salt (111047-53-1,1233-56-3,111047-54-2,148152-51-6) + methylmagnesium bromide (75-16-1) → C17H21NO3S (620627-46-5)

Guidance literature:

In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/jo200715c

Reference yield:

C21H29NO4S2 (1310105-98-6) → C17H21NO3S (620627-46-5) + (R)-2-methylpropane-2-sulfinamide (196929-78-9)

Guidance literature:

With lithium amide; ammonia; at -60 - 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo200715c

Reference yield:

C32H41ClN2O4S2 → C17H21NO3S (620627-46-5) + (R)-N-{1-[1-(4-Chlorophenyl)cyclobutyl]-3-methylbutyl}amine (229639-56-9,84467-54-9)

Guidance literature:

C₃₂H₄₁ClN₂O₄S₂; With hydrogenchloride; water; In methanol; at 20 ℃; for 3h;

With sodium hydroxide; In methanol; ethyl acetate; at 0 ℃; pH=> 10;

DOI:10.1021/op050182n

upstream raw materials:

(2S,4R)-5,5-dimethyl-4-phenyl-N-tosyl-1,2,3-oxathiazolidine 2-oxide

2-methoxy-1-naphthylmagnesium bromide

2-mesitylmagnesium bromide

2-biphenylmagnesium bromide

Downstream raw materials:

C₂₁H₂₉NO₄S₂

(R)-p-toluenesulfinamide

(2S,4R)-5,5-dimethyl-4-phenyl-N-tosyl-1,2,3-oxathiazolidine 2-oxide

Refernces

• 1、 Han, Zhengxu,Krishnamurthy, Dhileepkumar,Senanayake, Chris H.. "A new and direct asymmetric synthesis of a hindered chiral amine via a novel sulfinate ketimine derived from N-tosyl-1,2,3-oxathiazolidme-2-oxide: Practical asymmetric synthesis of (R)-sibutramine". . p. 327 - 333. Retrieved 2012/12/22.