D-leucic acid benzyl ester

Base Information

• Chemical Name: D-leucic acid benzyl ester
• CAS No.: 37755-48-9
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• DSSTox Substance ID: DTXSID90433787
• Nikkaji Number: J1.337.212H
• Wikidata: Q82248009
• Mol file: 37755-48-9.mol

Synonyms:D-leucic acid benzyl ester;37755-48-9;SCHEMBL5415396;benzyl-(R)-2-hydroxyisocaproate;DTXSID90433787;benzyl-(R)-2-hydroxy-isocaproate;LNYCLASVFGVAII-GFCCVEGCSA-N;Benzyl 2-(R)-hydroxy-4-methylpentanoate;Benzyl 2-(R)-hydroxy-4-methyl-pentanoate;(R)-2-Hydroxy-4-methylpentanoic acid benzyl ester

Chemical Property of D-leucic acid benzyl ester

Chemical Property:

• Boiling Point: 321.6±17.0 °C(Predicted)
• PSA: 46.53000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 2.13680
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 222.125594432
• Heavy Atom Count: 16
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of D-leucic acid benzyl ester

There total 18 articles about D-leucic acid benzyl ester 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%

(S)-2-hydroxyl-3,3-dimethylbutyric acid (13748-90-8,498-36-2) + benzyl bromide (100-39-0) → benzyl (2S)-2-hydroxy-4-methylpentanoate (37755-48-9,40298-04-2)

Guidance literature:

(S)-2-hydroxyl-3,3-dimethylbutyric acid; With caesium carbonate; In methanol; water; at 23 ℃; for 30h;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200300814

Reference yield: 92.0%

(R)-2-hydroxy-4-methylpentanoic acid (20312-37-2,498-36-2) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (R)-2-hydroxy-4-methylpentanoate (37755-48-9)

Guidance literature:

benzyl alcohol; With toluene-4-sulfonic acid; In benzene; for 0.5h; Reflux;

(R)-2-hydroxy-4-methylpentanoic acid; In benzene; Reflux;

DOI:10.1016/j.bmcl.2011.10.094

Reference yield: 91.0%

benzyl bromide (100-39-0) → benzyl (2S)-2-hydroxy-4-methylpentanoate (37755-48-9,40298-04-2)

Guidance literature:

(S)-(-)-2-hydroxyisocaproate; With CsCO₃; In methanol; water; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 ℃; Further stages.;

DOI:10.1021/ol000058i

upstream raw materials:

(R)-2-hydroxy-4-methylpentanoic acid

benzyl bromide

4-methyl-2-oxo-pentanoic phenylmethyl ester acid

benzyl alcohol

Downstream raw materials:

benzyl (2R)-2-(3-tert-butoxycarbonylaminopropionyloxy)-4-methylpentanoate

4-Nitro-benzoic acid (R)-1-benzyloxycarbonyl-3-methyl-butyl ester

benzyl 2R-trifluoromethanesulfonyloxy-4-methylvalerate

N-<(R)-1-<(1,1-dimethylethoxy)carbonyl>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-L-leucine, phenylmethyl ester