benzyl (2S)-2-amino-3-methylbutanoate

Base Information

• Chemical Name: benzyl (2S)-2-amino-3-methylbutanoate
• CAS No.: 21760-98-5
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Hs Code.: 29224999
• European Community (EC) Number: 833-383-5
• DSSTox Substance ID: DTXSID701347436
• Nikkaji Number: J312.544K
• ChEMBL ID: CHEMBL2074933
• Mol file: 21760-98-5.mol

Synonyms:21760-98-5;Benzyl L-Valinate;L-VALINE BENZYL ESTER;benzyl (2S)-2-amino-3-methylbutanoate;Valine, phenylmethyl ester;L-valine benzylester;ValOBzl;L-Valine benzyl;Val-OBzl;L-valin benzylester;H-Val-OBzl;(L)-valine benzylester;l-valine benzyl ester hcl;SCHEMBL354949;CHEMBL2074933;YIRBOOICRQFSOK-NSHDSACASA-N;DTXSID701347436;AKOS010365908;(S)-Benzyl 2-amino-3-methylbutanoate;CS-0449787;D75504;EN300-121670

Chemical Property of benzyl (2S)-2-amino-3-methylbutanoate

Chemical Property:

• Boiling Point: 285.5±15.0 °C(Predicted)
• PKA: 7.85±0.33(Predicted)
• PSA: 52.32000
• Density: 1.056±0.06 g/cm3(Predicted)
• LogP: 2.41340
• Storage Temp.: Refrigerator
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 207.125928785
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

HPLC>98% ^*data from raw suppliers

L-Valine benzyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OCC1=CC=CC=C1)N
• Isomeric SMILES: CC(C)[C@@H](C(=O)OCC1=CC=CC=C1)N

Technology Process of benzyl (2S)-2-amino-3-methylbutanoate

There total 30 articles about benzyl (2S)-2-amino-3-methylbutanoate 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: 92.0%

N-(4-pentenoyl)-(S)-valine benzyl ester → L-valine benzyl ester (21760-98-5)

Guidance literature:

With water; iodine; In tetrahydrofuran; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo971692l

Reference yield: 90.0%

L-valine benzyl ester hydrochloride (2462-34-2) → L-valine benzyl ester (21760-98-5)

Guidance literature:

With triethylamine; In chloroform; at 0 - 5 ℃; for 0.166667h;

DOI:10.1002/jccs.200900147

Reference yield: 79.0%

L-valine benzyl ester trifluoroacetate → L-valine benzyl ester (21760-98-5)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 20 ℃;

DOI:10.1002/chem.202005351

upstream raw materials:

L-valine

benzenesulfonic acid

benzyl alcohol

p-toluenesulfonic acid monohydrate

Downstream raw materials:

C₄₈H₇₇NO₁₂

N-(t-butoxycarbonyl)isoleucylvaline benzyl ester

N^α-Boc-LeuΨVal-OBzl

N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-valine benzyl ester

Refernces

• 1、 Fisher, Brian F.,Guo, Li,Dolinar, Brian S.,Guzei, Ilia A.,Gellman, Samuel H.. "Heterogeneous H-Bonding in a Foldamer Helix". . p. 6484 - 6487. Retrieved 2015.
• 2、 -. "TRANSGLUTAMINASE 2 (TG2) INHIBITORS". Paragraph 00351. . Retrieved 2020/03/02.