CID 11003739

Base Information

• Chemical Name: CID 11003739
• CAS No.: 1738-77-8
• Molecular Formula: C13H19NO2^.C7H8O3S
• Molecular Weight: 393.504
• Hs Code.: 29242990
• Mol file: 1738-77-8.mol

Synonyms:

Chemical Property of CID 11003739

Chemical Property:

• Appearance/Colour: White powder with lumps
• Vapor Pressure: 0.000987mmHg at 25°C
• Melting Point: 153-160 ºC
• Refractive Index: 5 ° (C=2, DMF)
• Boiling Point: 302.5 ºC at 760 mmHg
• Flash Point: 157.6 ºC
• PSA: 115.07000
• LogP: 5.12600
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 393.16099414
• Heavy Atom Count: 27
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

L-Leucine 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)CC(C(=O)OCC1=CC=CC=C1)[NH3+]
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)[O-].CC(C)C[C@@H](C(=O)OCC1=CC=CC=C1)[NH3+]
• Uses: L-Leucine Benzyl Ester p-Toluenesulfonate has been used as a reactant in the synthesis of MA026, a lipocyclodepsipeptide with anti-hepatitis C virus activity.

Technology Process of CID 11003739

There total 7 articles about CID 11003739 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%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → L-leucine benzyl ester p-toluenesulfonate (1738-77-8)

Guidance literature:

In cyclohexane; water; for 4h; Dean-Stark; Reflux;

DOI:10.1007/s00726-017-2400-y

Reference yield: 97.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + benzyl alcohol (100-51-6,185532-71-2) → L-leucine benzyl ester p-toluenesulfonate (1738-77-8)

Guidance literature:

With toluene-4-sulfonic acid; p-toluenesulfonyl chloride;

DOI:10.1021/jo00149a024

Reference yield: 94.0%

→ L-leucine benzyl ester p-toluenesulfonate (1738-77-8) + rac-Leucine benzyl ester p-toluenesulfonate (200123-51-9)

Guidance literature:

upstream raw materials:

L-leucine

toluene-4-sulfonic acid

benzyl alcohol

L-Leucine benzyl ester

Downstream raw materials:

N-(N-benzyloxycarbonyl-L-seryl)-L-leucine benzyl ester

benzyl N-[(2S,3R)-3-(N-benzyloxycarbonyl)amino-2-hydroxy-4-phenylbutanoyl]-L-leucinate

(S)-2-((2R,3R)-3-Benzyloxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-4-methyl-pentanoic acid benzyl ester

Z-Val-Leu-OBzl

Refernces

• 1、 Lei, Yun,Yang, Xiao-Xia,Guo, Wei,Zhang, Fu-Yong,Liao, Xiao-Jian,Yang, Hui-Fu,Xu, Shi-Hai,Xiong, Sheng. "Antineoplastic activity of linear leucine homodipeptides and their potential mechanisms of action". . p. 503 - 512. Retrieved 2018/06/04.
• 2、 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.