Benzenepropanethioic acid, b-hydroxy-, S-(1,1-dimethylethyl) ester

Base Information

• Chemical Name: Benzenepropanethioic acid, b-hydroxy-, S-(1,1-dimethylethyl) ester
• CAS No.: 42479-99-2
• Molecular Formula: C13H18O2S
• Molecular Weight: 238.351
• Mol file: 42479-99-2.mol

Synonyms:

Chemical Property of Benzenepropanethioic acid, b-hydroxy-, S-(1,1-dimethylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanethioic acid, b-hydroxy-, S-(1,1-dimethylethyl) ester

There total 5 articles about Benzenepropanethioic acid, b-hydroxy-, S-(1,1-dimethylethyl) 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: 95.0%

(1-tert-butylsulfanyl-vinyloxy)trimethylsilane (63584-47-4) + benzaldehyde (100-52-7) → S-tert-butyl 3-hydroxy-3-phenylpropanethioate (42479-99-2)

Guidance literature:

With 4 A molecular sieve; Lewis acid; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1016/S0040-4039(02)01833-6

Reference yield: 47.0%

(1-tert-butylsulfanyl-vinyloxy)trimethylsilane (63584-47-4) + benzaldehyde (100-52-7) → S-tert-butyl 3-hydroxy-3-phenylpropanethioate (42479-99-2) + S-tert-butyl (3R)-3-phenyl-3-(trimethylsiloxy)propanethioate

Guidance literature:

titanium(IV) tetrabutoxide; (R)-1,1'-Bi-2-naphthol; In diethyl ether; at 0 - 20 ℃;

DOI:10.1002/1099-0690(200210)2002:20<3419::AID-EJOC3419>3.0.CO;2-F

Reference yield:

Ketene (463-51-4) + benzaldehyde (100-52-7) + 2-methylpropan-2-thiol (75-66-1) → S-tert-butyl 3-hydroxy-3-phenylpropanethioate (42479-99-2)

Guidance literature:

With bis(methylcyclopentadienyl) tin; Yield given. Multistep reaction; 1) THF, room temp., 20 min; 2) THF, -78 deg C, 1 h;

DOI:10.1246/cl.1986.213

upstream raw materials:

Ketene

C₁₂H₂₇BS

benzaldehyde

S-tert-butyl thioacetate

Refernces

• 1、 Zimmer, Reinhold,Peritz, Anke,Czerwonka, Regina,Schefzig, Luise,Reissig, Hans-Ulrich. "Optimisation, scope and limitations of enantioselective aldol reactions of an S-ketene silyl acetal with aliphatic aldehydes under (R)-BINOL-titanium(IV) catalysis conditions". . p. 3419 - 3428. Retrieved 2007/10/03.
• 2、 Mukaiyama, Teruaki,Yamasaki, Noritsugu,Stevens, Rodney W.,Murakami, Masahiro. "A CONVENIENT METHOD FOR GENERATION OF TIN(II) THIOESTER ENOLATE AND ITS REACTION WITH ALDEHYDE". . p. 213 - 216. Retrieved 2007/10/02.