THIOCARBONIC ACID O-TERT-BUTYL ESTER S-(4-FORMYL-PHENYL) ESTER

Base Information

• Chemical Name: THIOCARBONIC ACID O-TERT-BUTYL ESTER S-(4-FORMYL-PHENYL) ESTER
• CAS No.: 396725-68-1
• Molecular Formula: C12H14 O3 S
• Molecular Weight: 238.307
• Mol file: 396725-68-1.mol

Synonyms:THIOCARBONIC ACID O-TERT-BUTYL ESTER S-(4-FORMYL-PHENYL) ESTER

Chemical Property of THIOCARBONIC ACID O-TERT-BUTYL ESTER S-(4-FORMYL-PHENYL) ESTER

Chemical Property:

• PSA: 68.67000
• LogP: 3.52630

Purity/Quality:

95% ^*data from raw suppliers

thiocarbonicacido-tert-butylesterS-(4-formyl-phenyl)ester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of THIOCARBONIC ACID O-TERT-BUTYL ESTER S-(4-FORMYL-PHENYL) ESTER

There total 2 articles about THIOCARBONIC ACID O-TERT-BUTYL ESTER S-(4-FORMYL-PHENYL) 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: 90.0%

4-S-(t-butoxycarbonyl)mercaptobenzyl alcohol (396725-67-0) → 4-S-(t-butoxycarbonyl)mercaptobenzaldehyde (396725-68-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -70 - 20 ℃;

DOI:10.1021/jm0103099

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-S-(t-butoxycarbonyl)mercaptobenzaldehyde (396725-68-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / DMAP; Et₃N / tetrahydrofuran / 20 °C

2: Et₃N / tetrahydrofuran / 0.5 h / 0 °C

3: 516 mg / NaBH₄ / tetrahydrofuran / 1 h / 0 °C

4: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -70 - 20 °C

With dmap; sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 4: Swern oxidation;

DOI:10.1021/jm0103099

Reference yield:

2-phenyl-4-amino-3'-carboxybiphenyl (191103-10-3) + 4-S-(t-butoxycarbonyl)mercaptobenzaldehyde (396725-68-1) → 4'-{[1-(4-tert-Butoxycarbonylsulfanyl-phenyl)-meth-(E)-ylidene]-amino}-[1,1';2',1'']terphenyl-3-carboxylic acid

Guidance literature:

With acetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jm0103099

upstream raw materials:

4-S-(t-butoxycarbonyl)mercaptobenzyl alcohol

di-tert-butyl dicarbonate

Downstream raw materials:

2-phenyl-4-(4-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl

4'-(4-tert-butoxycarbonylsulfanyl-benzylamino)-[1,1';2',1'']terphenyl-3-carboxylic acid

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