S-benzyl methylmalonic acid half thioester

Base Information

• Chemical Name: S-benzyl methylmalonic acid half thioester
• CAS No.: 504414-69-1
• Molecular Formula: C₁₁H₁₂O₃S
• Molecular Weight: 224.28
• Mol file: 504414-69-1.mol

Synonyms:S-benzyl methylmalonic acid half thioester

Chemical Property of S-benzyl methylmalonic acid half thioester

Chemical Property:

Purity/Quality:

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Technology Process of S-benzyl methylmalonic acid half thioester

There total 2 articles about S-benzyl methylmalonic acid half thioester 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: 64.0%

methyl-propanedioic acid (516-05-2) + phenylmethanethiol (100-53-8) → S-benzyl methylmalonic acid half thioester (504414-69-1)

Guidance literature:

With polyphosphate ester; In tetrahydrofuran; chloroform; at 25 ℃; for 16h;

DOI:10.1002/ejoc.200600880

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + S-Benzylthiopropanoic acid (22786-75-0) → S-benzyl methylmalonic acid half thioester (504414-69-1)

Guidance literature:

With lanthanum(III) isopropoxide; phenyl isocyanate; Multistep reaction; 1.) THF, DMF, RT, 2.) THF, DMF, RT, 1 h;

DOI:10.1039/c39940001197

Reference yield: 82.0%

glyoxylic acid ethyl ester (924-44-7) + S-benzyl methylmalonic acid half thioester (504414-69-1) → 3-benzylsulfanyl-2-hydroxybutyric acid ethyl ester

Guidance literature:

With copper(II) 2-ethylhexanoate; 5-methoxy-1H-benzimidazole; In tetrahydrofuran; water; toluene; at 23 ℃; for 1h;

DOI:10.1021/ja029452x

upstream raw materials:

carbon dioxide

S-Benzylthiopropanoic acid

methyl-propanedioic acid

phenylmethanethiol

Refernces

• 1、 Berrue, Fabrice,Antoniotti, Sylvain,Thomas, Olivier P.,Amade, Philippe. "Bioinspired metal-catalysed Doebner-Knoevenagel condensations between malonic acid half thioesters and aldehydes". . p. 1743 - 1748. Retrieved 2008/02/08.