Tos-Pro-OH

Base Information

• Chemical Name: Tos-Pro-OH
• CAS No.: 51077-01-1
• Molecular Formula: C₁₂H₁₅NO₄S
• Molecular Weight: 269.321
• Hs Code.: 2933990090
• European Community (EC) Number: 687-372-3
• Nikkaji Number: J1.227.395I
• Mol file: 51077-01-1.mol

Synonyms:Tos-Pro-OH;51077-01-1;Tosyl-L-proline;N-Tosyl-l-proline;1-Tosyl-L-Proline;(2S)-1-(4-methylphenyl)sulfonylpyrrolidine-2-carboxylic acid;(2S)-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxylic acid;1-[(4-Methylphenyl)sulfonyl]proline;N-tosyl-proline;1-[(4-Methylphenyl)sulfonyl]proline #;n-tosyl-(s)-proline;Tos-Pro-OH, 97%;SCHEMBL696506;p-methylphenylsulfonyl-L-proline;(S)-N-p-toluenesulfonyl proline;N-p-methylphenylsulfonyl-L-proline;N-(Toluene-4-sulfonyl)-L-proline;AKOS025289384;HY-W142071;(S)-1-tosylpyrrolidine-2-carboxylic acid;AS-46918;CS-0201855;EN300-87504;F10908;Z115599956

Chemical Property of Tos-Pro-OH

Chemical Property:

• Vapor Pressure: 1.52E-09mmHg at 25°C
• Melting Point: 80-90°C
• Refractive Index: 1.599
• Boiling Point: 467.6°C at 760 mmHg
• PKA: 3.46±0.20(Predicted)
• Flash Point: 236.6°C
• PSA: 83.06000
• Density: 1.377g/cm³
• LogP: 2.25140
• Storage Temp.: Store at RT.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 269.07217913
• Heavy Atom Count: 18
• Complexity: 406

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tosyl-L-proline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCCC2C(=O)O
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCC[C@H]2C(=O)O

Technology Process of Tos-Pro-OH

There total 10 articles about Tos-Pro-OH 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%

p-toluenesulfonyl chloride (98-59-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → L-N-tosyl-proline (51077-01-1,110771-95-4)

Guidance literature:

With sodium carbonate; Inert atmosphere;

DOI:10.1039/c0ob00560f

Reference yield: 95.0%

1,4,13,16-tetrahydro-1,4,13,16-tetraoxo-6,11-bis(2-butoxyethoxy)[6]helicene (142719-84-4) + N-tosyl-L-proline anhydride → C86H92N4O20S4 + C86H92N4O20S4 + L-N-tosyl-proline (51077-01-1,110771-95-4)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; zinc; In N,N-dimethyl-formamide; at 0 ℃; for 4.5h;

DOI:10.1021/ja9721327

Reference yield:

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → L-N-tosyl-proline (51077-01-1,110771-95-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01285a046

upstream raw materials:

p-toluenesulfonyl chloride

L-proline

L-proline

1,4,13,16-tetrahydro-1,4,13,16-tetraoxo-6,11-bis(2-butoxyethoxy)[6]helicene

Downstream raw materials:

(S)-(-)-<1-(4-toluensulphonyl)-1-azacyclopentan-2-yl>ethanone

(S)-1-(Toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid ((R)-2-benzyl-4,8,8-trimethyl-6,10-dioxa-2-aza-spiro[4.5]dec-4-ylmethyl)-amide

(S)-1-(Toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid ((S)-2-benzyl-4,8,8-trimethyl-6,10-dioxa-2-aza-spiro[4.5]dec-4-ylmethyl)-amide

N-(Toluene-4-sulfonyl)-L-prolyl-L-(4-chloro)phenylalanine methyl ester

Refernces

• 1、 Porchezhiyan,Kalaivani,Shobana,Noorjahan. "Synthesis, docking and in vitro evaluation of L-proline derived 1,3-diketones possessing anti-cancer and anti-inflammatory activities". . . Retrieved 2020/01/31.
• 2、 Michelet, Bastien,Castelli, Ugo,Appert, Emeline,Boucher, Maude,Vitse, Kassandra,Marrot, Jér?me,Guillard, Jér?me,Martin-Mingot, Agnès,Thibaudeau, Sébastien. "Access to Optically Pure Benzosultams by Superelectrophilic Activation". . p. 4944 - 4948. Retrieved 2020/07/14.