methyl R-(-)-atrolactate

Base Information

• Chemical Name: methyl R-(-)-atrolactate
• CAS No.: 13448-81-2
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• Mol file: 13448-81-2.mol

Synonyms:

Chemical Property of methyl R-(-)-atrolactate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl R-(-)-atrolactate

There total 77 articles about methyl R-(-)-atrolactate 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: 95.0%

methyl 2-phenyl-2-(tetrahydropyranyloxy)propanoate (131490-20-5) → (S)-methyl atrolactate (13448-81-2,20731-95-7,67596-42-3,13448-80-1)

Guidance literature:

With hydrogenchloride; In methanol; water; for 1h;

DOI:10.1021/jo00003a035

Reference yield: 90.0%

methanol (67-56-1) + (S)-Atrolactic acid (13113-71-8) → (S)-methyl atrolactate (13448-81-2,20731-95-7,67596-42-3,13448-80-1)

Guidance literature:

With toluene-4-sulfonic acid; at 75 ℃; for 6h; optical yield given as %ee; enantioselective reaction;

Reference yield: 85.0%

C17H15NO6 (1213228-98-8) → methyl R-(-)-atrolactate (13448-80-1,20731-95-7,67596-42-3,13448-81-2)

Guidance literature:

With sodium methylate; In methanol; acetonitrile; at 20 ℃;

DOI:10.3987/REV-09-SR(S)1

upstream raw materials:

(S)-Atrolactic acid

diazomethane

(S)-2-hydroxy-2-phenylbutanoic acid

methanol

Downstream raw materials:

(S)-2-hydroxy-2-phenylpropanamide

(R)-1.1.2-triphenyl-propanediol-(1.2)

(R)-Atrolactinsaeureamid

(R)-methyl 2-acetoxy-2-phenylpropanoate

Refernces

• 1、 Kodama, Koichi,Nagata, Jun,Kurozumi, Nobuhiro,Shitara, Hiroaki,Hirose, Takuji. "Solvent-induced chirality switching in the enantioseparation of regioisomeric hydroxyphenylpropionic acids via diastereomeric salt formation with (1R,2S)-2-amino-1,2-diphenylethanol". supporting information. p. 460 - 466. Retrieved 2017/03/23.
• 2、 Shibatomi, Kazutaka,Kitahara, Kazumasa,Okimi, Takuya,Abe, Yoshiyuki,Iwasa, Seiji. "Enantioselective fluorination of α-branched aldehydes and subsequent conversion to α-hydroxyacetals via stereospecific C-F bond cleavage". . p. 1388 - 1392. Retrieved 2016/02/05.