(S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: (S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide
• CAS No.: 82495-70-3
• Molecular Formula: C16H19NO3S
• Molecular Weight: 305.398
• European Community (EC) Number: 624-617-5
• DSSTox Substance ID: DTXSID80350878
• Nikkaji Number: J1.478.276A
• Wikidata: Q82126963
• ChEMBL ID: CHEMBL512453
• Mol file: 82495-70-3.mol

Synonyms:82495-70-3;(S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide;N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]-4-methylbenzenesulfonamide;(S)-(-)-N-[1-(Hydroxymethyl)-2-Phenylethyl]-4-Methyl-Benzenesulfonamide;(S)-N-(1-Hydroxy-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide;ST50319709;CHEMBL512453;SCHEMBL21808621;DTXSID80350878;AKOS015913204;(S)-3-phenyl-2-(tosylamino)propan-1-ol;(S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide, 97%

Chemical Property of (S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 6.57E-11mmHg at 25°C
• Melting Point: 63-67oC(lit.)
• Boiling Point: 502.3oC at 760 mmHg
• Flash Point: 257.6oC
• PSA: 74.78000
• Density: 1.231g/cm3
• LogP: 3.34860
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 305.10856464
• Heavy Atom Count: 21
• Complexity: 390

Purity/Quality:

99%min ^*data from raw suppliers

(S)-(?)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(CC2=CC=CC=C2)CO
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CC2=CC=CC=C2)CO

Technology Process of (S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide

There total 21 articles about (S)-(-)-N-[1-(Hydroxymethyl)-2-phenylethyl]-4-methylbenzenesulfonamide 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%

N-(p-toluenesulfonyl)-L-phenylalanine methyl ester (51220-86-1,149703-21-9,42384-33-8) → (2S)-2-p-toluenesulfonamido-3-phenylpropanol (82495-70-3)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 3h;

DOI:10.3987/com-01-s(k)55

Reference yield: 100.0%

(S)-3-[(4-methylphenyl)sulfonyl]-4-phenylmethyl-2-oxazolidinone (412908-98-6) → (2S)-2-p-toluenesulfonamido-3-phenylpropanol (82495-70-3)

Guidance literature:

With potassium hydrogencarbonate; In methanol; at 20 ℃; for 0.166667h;

DOI:10.3987/com-01-s(k)55

Reference yield: 99.0%

N-tosyl-(S)-phenylalanine (13505-32-3) → (2S)-2-p-toluenesulfonamido-3-phenylpropanol (82495-70-3)

Guidance literature:

With dimethylsulfide; borane; In tetrahydrofuran; at 25 ℃; for 48h;

DOI:10.1021/ja00538a068

upstream raw materials:

N-tosyl-(S)-phenylalanine

L-Phenylalaninol

p-toluenesulfonyl chloride

N-(p-toluenesulfonyl)-L-phenylalanine methyl ester

Downstream raw materials:

(S)-(+)-2-benzyl-1-(p-tolylsulfonyl)aziridine

(S)-N-[1-(iodomethyl)-2-phenylethyl]-4-methyllbenzenesulfonamide

2,2'-diacetoxy-3,3'-bis[(2S,4S)-4-benzyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidinyl]-5,5'-di-tert-butyl-biphenyl

(S)-N-(1-Cyano-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide

Refernces

• 1、 Craig, Donald,Spreadbury, Samuel R. J.,White, Andrew J. P.. "Synthesis and hetero-Diels-Alder reactions of enantiomerically pure dihydro-1: H -azepines". supporting information. p. 9803 - 9806. Retrieved 2020/09/16.
• 2、 Huy, Peter H.,Motsch, Sebastian,Kappler, Sarah M.. "Formamides as Lewis Base Catalysts in SNReactions—Efficient Transformation of Alcohols into Chlorides, Amines, and Ethers". . p. 10145 - 10149. Retrieved 2016/08/16.