METHYL 3-[(2-METHOXY-2-OXOETHYL)THIO]BUTANOATE

Base Information

• Chemical Name: METHYL 3-[(2-METHOXY-2-OXOETHYL)THIO]BUTANOATE
• CAS No.: 78648-41-6
• Molecular Formula: C₈H₁₄O₄S
• Molecular Weight: 206.263
• Hs Code.: 2930909899
• Mol file: 78648-41-6.mol

Synonyms:METHYL 3-[(2-METHOXY-2-OXOETHYL)THIO]BUTANOATE;METHYL 2-(METHOXYCARBONYLMETHYLTHIO)PROP-1-YLCARBOXYLATE

Chemical Property of METHYL 3-[(2-METHOXY-2-OXOETHYL)THIO]BUTANOATE

Chemical Property:

• Vapor Pressure: 0.00659mmHg at 25°C
• Boiling Point: 271.1°C at 760 mmHg
• Flash Point: 118.3°C
• PSA: 77.90000
• Density: 1.133g/cm³
• LogP: 0.84420

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl 3-[(2-methoxy-2-oxoethyl)thio]butanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 3-[(2-METHOXY-2-OXOETHYL)THIO]BUTANOATE

There total 2 articles about METHYL 3-[(2-METHOXY-2-OXOETHYL)THIO]BUTANOATE 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: 98.0%

methyl crotonate (623-43-8,4358-59-2,18707-60-3,130981-57-6) + Methyl thioglycolate (2365-48-2) → 3-(Methoxycarbonylmethylthio)-buttersaeuremethylester (78648-41-6)

Guidance literature:

With piperidine; at 20 ℃; for 12h; neat (no solvent);

DOI:10.1016/j.bmcl.2010.09.112

Reference yield: 89.0%

crotonic acid methyl ester (623-43-8) + Methyl thioglycolate (2365-48-2) → 3-(Methoxycarbonylmethylthio)-buttersaeuremethylester (78648-41-6)

Guidance literature:

With piperidine; at 0 ℃; for 15h;

Reference yield:

3-(Methoxycarbonylmethylthio)-buttersaeuremethylester (78648-41-6) → (2R,5R)-2-((benzoyloxy)methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydrothieno[3,4-d]pyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 70 °C / Inert atmosphere

2.1: barium carbonate; hydroxylamine hydrochloride / methanol / 70 °C

3.1: hydrogenchloride / methanol; diethyl ether / 24 h / 20 °C / Inert atmosphere

4.1: acetic acid / water / 20 °C

5.1: sodium methylate / methanol / 15 h / 20 °C / Inert atmosphere

6.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 2 h / 20 °C / Inert atmosphere

6.2: Inert atmosphere; Heating

With hydrogenchloride; N,O-bis-(trimethylsilyl)-acetamide; hydroxylamine hydrochloride; sodium methylate; sodium hydride; acetic acid; barium carbonate; In tetrahydrofuran; methanol; diethyl ether; water; acetonitrile; mineral oil; 1.1: |Claisen Condensation;

DOI:10.1039/d1ob00705j

upstream raw materials:

methyl crotonate

Methyl thioglycolate

crotonic acid methyl ester

Downstream raw materials:

4-Hydroximino-2-methyl-4-oxo-tetrahydrothiophen-3-carbonsaeuremethylester

N-(4-Hydroxymethyl-5-methyl-3-thienyl)-carbaminsaeurebenzylester

4-Benzoxycarbonylamino-2-methylthiophen-3-carbonsaeuremethylester

1-cyclopropyl-3-(4(R)-(5-methyl-4-((S)-3-methylmorpholino)-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-2-yl)phenyl)urea

Refernces

• 1、 -. "MORPHOLINO SUBSTITUTED BICYCLIC PYRIMIDINE UREA OR CARBAMATE DERIVATIVES AS MTOR INHIBITORS". Page/Page column 44; 65; 66. . Retrieved 2013/04/24.
• 2、 -. "DIHYDROTHIENO PYRIMIDINES AS AKT PROTEIN KINASE INHIBITORS". Page/Page column 66. . Retrieved 2008/06/13.