L-Valine benzyl ester p-toluenesulfonate salt

Base Information

• Chemical Name: L-Valine benzyl ester p-toluenesulfonate salt
• CAS No.: 16652-76-9
• Molecular Formula: C12H17NO2^.C7H8O3S
• Molecular Weight: 379.477
• Hs Code.: 2922499990
• European Community (EC) Number: 240-702-6
• DSSTox Substance ID: DTXSID10937212
• Mol file: 16652-76-9.mol

Synonyms:16652-76-9;H-Val-OBzl.TosOH;L-Valine benzyl ester p-toluenesulfonate salt;H-VAL-OBZL P-TOSYLATE;Val-OBzl TosOH;L-Valine benzyl ester 4-toluenesulfonate;L-Valine Benzyl Ester P-Toluenesulfonate;MFCD00038908;benzyl (2S)-2-amino-3-methylbutanoate;4-methylbenzenesulfonic acid;O-Benzyl-L-valine toluene-p-sulphonate;4-methylbenzenesulfonate;[(2S)-3-methyl-1-oxo-1-phenylmethoxybutan-2-yl]azanium;Val-OBzl.TosOH;EINECS 240-702-6;H-Val-OBzl.Tos-OH;L-Valine benzyl ester p-toluenesulfonat salt;EC 240-702-6;SCHEMBL3071;L-Valin-benzylester tosylate;L-VALINE BENZYL ESTER TOLUENE-4-SULFONATE;L-Valine benzyl ester tosylate;L-Valine, phenylmethyl ester, 4-methylbenzenesulfonate;DTXSID10937212;QWUQVUDPBXFOKF-MERQFXBCSA-N;Benzyl L-valinate p-toluenesulfonate;valine benzyl ester p-toluenesulfonate;AKOS015924222;AM82396;CS-W013883;DS-13854;(L)-valine-benzyl ester 4-toluenesulfonate;NS00052614;F11949;L-valine benzyl ester p-toluenesulfonic acid salt;valine benzyl ester p-toluene-sulfonic acid salt;A810745;W-107920;4-Methylbenzene-1-sulfonic acid--benzyl valinate (1/1);(S)-benzyl 2-amino-3-methylbutanoate 4-methylbenzenesulfonate;L-Valine benZyl ester p-toluenesulfonate (H-L-Val-OBZl.Tos);L-Valine benzyl ester p-toluenesulfonate salt, >=98.0% (TLC)

Chemical Property of L-Valine benzyl ester p-toluenesulfonate salt

Chemical Property:

• Appearance/Colour: Crystalline
• Vapor Pressure: 0.0028mmHg at 25°C
• Melting Point: 160-162 °C
• Boiling Point: 285.5 °C at 760 mmHg
• Flash Point: 143.7 °C
• PSA: 115.07000
• LogP: 4.73590
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 379.14534407
• Heavy Atom Count: 26
• Complexity: 404

Purity/Quality:

99% ^*data from raw suppliers

L-Valine benzyl ester 4-toluenesulfonate salt ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)C(C(=O)OCC1=CC=CC=C1)N
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)[C@@H](C(=O)OCC1=CC=CC=C1)N
• Uses: Val-OBzl TosOH is a L-Valine derivative useful as intermediate for the preparation of peptides.

Technology Process of L-Valine benzyl ester p-toluenesulfonate salt

There total 7 articles about L-Valine benzyl ester p-toluenesulfonate salt 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: 99.0%

toluene-4-sulfonic acid (104-15-4) + (S)-2-(Benzhydrylidene-amino)-3-methyl-butyric acid benzyl ester (138892-14-5) → L-valine benzyl ester p-toluenesulfonate salt (16652-76-9)

Guidance literature:

In water; acetonitrile; Ambient temperature;

DOI:10.1055/s-1991-26625

Reference yield: 91.0%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → L-valine benzyl ester p-toluenesulfonate salt (16652-76-9)

Guidance literature:

In toluene; for 5h; Reflux;

DOI:10.1016/j.tetlet.2008.09.027

Reference yield:

L-Valine methyl ester (4070-48-8) → L-valine benzyl ester p-toluenesulfonate salt (16652-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent

2: 1) 20percent aq.NaOH, Bu₄NHSO₄ / 1) MeCN, r.t., 16 h, 2) CH₂Cl₂, r.t., 6 h

3: 99 percent / acetonitrile; H₂O / Ambient temperature

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In water; acetonitrile;

DOI:10.1055/s-1991-26625

upstream raw materials:

toluene-4-sulfonic acid

(S)-2-(Benzhydrylidene-amino)-3-methyl-butyric acid benzyl ester

L-valine

benzyl alcohol

Downstream raw materials:

N-Formyl-L-valine benzyl ester

N-(Phenylacetyl)-L-alanyl-L-valin-benzylester

Tfa-Pro-Val-OBzl

L-Valyl-L-valine benzyl ester

Refernces

• 1、 Bolchi, Cristiano,Bavo, Francesco,Pallavicini, Marco. "One-step preparation of enantiopure l- or d-amino acid benzyl esters avoiding the use of banned solvents". . p. 965 - 974. Retrieved 2017/04/11.
• 2、 Biondini, Daniele,Brinchi, Lucia,Germani, Raimondo,Goracci, Laura,Savelli, Gianfranco. "Esterification of unprotected a-Amino acids in ionic liquids as the reaction media". experimental part. p. 39 - 44. Retrieved 2010/08/22.