(S)-Methyl 2-(benzyloxy)propanoate

Base Information

• Chemical Name: (S)-Methyl 2-(benzyloxy)propanoate
• CAS No.: 77287-11-7
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• DSSTox Substance ID: DTXSID801279303
• Nikkaji Number: J1.629.508F
• Mol file: 77287-11-7.mol

Synonyms:(S)-Methyl 2-(benzyloxy)propanoate;77287-11-7;Propanoic acid, 2-(phenylmethoxy)-, methyl ester, (2S)-;SCHEMBL2384186;VYUWVGDHZQNXOP-VIFPVBQESA-N;DTXSID801279303;MFCD01632536;BS-47671;Methyl (2S)-2-(phenylmethoxy)propanoate;E85015

Chemical Property of (S)-Methyl 2-(benzyloxy)propanoate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 173

Purity/Quality:

95%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (S)-Methyl 2-(benzyloxy)propanoate

There total 10 articles about (S)-Methyl 2-(benzyloxy)propanoate 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%

(S)-Methyl lactate (27871-49-4,2155-30-8) + benzyl bromide (100-39-0) → methyl (S)-2-(benzyloxy)propanoate (77287-11-7)

Guidance literature:

With silver(l) oxide; In diethyl ether; at 40 ℃;

DOI:10.1002/poc.1506

Reference yield: 90.0%

(S)-Methyl lactate (27871-49-4,2155-30-8) + O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → methyl (S)-2-(benzyloxy)propanoate (77287-11-7)

Guidance literature:

With trifluorormethanesulfonic acid; In cyclohexane; at 0 - 20 ℃;

DOI:10.1002/1521-3773(20001215)39:24<4502::AID-ANIE4502>3.0.CO;2-K

Reference yield: 70.0%

C43H52N10O11 (1096537-55-1) → 6-O-(3-N-acetyl-3-amino-2,4-di-O-benzyl-3-N-methyl-4C-methyl-3-deoxy-β-L-arabinopyranosyl)-1,3-diazido-1,3-diazido-1,3-deamino-2-deoxystreptamine (1096537-49-3) + methyl (S)-2-(benzyloxy)propanoate (77287-11-7) + methyl (2R)-2-(benzyloxy)propanoate (115458-99-6)

Guidance literature:

C₄₃H₅₂N₁₀O₁₁; With methanol; sodium methylate; for 12h; pH=11; Inert atmosphere;

With acetic acid; Further stages;

DOI:10.1021/ol802421d

upstream raw materials:

(S)-Methyl lactate

benzyl bromide

O-benzyl 2,2,2-trichloroacetimidate

methyl lactate

Downstream raw materials:

(S)-Methyl lactate

(S)-2-(benzyloxy)propan-1-ol

(S)-(+)-(2)-Benzyloxy-<1,1-²H2>propanol

(S)-2-Benzyloxy-1-[1,3]dithian-2-yl-propan-1-one