Methyl 2-(thietan-3-ylidene)acetate

Base Information

• Chemical Name: Methyl 2-(thietan-3-ylidene)acetate
• CAS No.: 61890-04-8
• Molecular Formula: C6H8O2S
• Molecular Weight: 144.19200
• Mol file: 61890-04-8.mol

Synonyms:

Chemical Property of Methyl 2-(thietan-3-ylidene)acetate

Chemical Property:

• PSA: 51.60000
• LogP: 0.83260

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 2-(thietan-3-ylidene)acetate

There total 1 articles about Methyl 2-(thietan-3-ylidene)acetate 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:

thietane-3-one (22131-92-6) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → thietan-3-ylidene-acetic acid methyl ester (61890-04-8)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/cmdc.201900287

Reference yield:

thietan-3-ylidene-acetic acid methyl ester (61890-04-8) → (S)-2-(1,1-dioxido-3-vinylthietan-3-yl)-2-(4-(6-hydroxyhexa-1,3-diyn-1-yl)benzamido)acetate

Guidance literature:

Multi-step reaction with 11 steps

1.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

2.1: propionic acid / toluene / 1.2 h / 175 - 180 °C / Microwave irradiation

3.1: sodium hydroxide; methanol / tetrahydrofuran / 0.5 h / 20 °C

4.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 0.5 h / -15 - 0 °C

4.2: 1 h / -78 - 0 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

5.2: 0.33 h

6.1: peracetic acid / tetrahydrofuran; water / 4 h / 0 - 20 °C

7.1: lithium hydroperoxide / tetrahydrofuran; water / -5 °C

8.1: diazomethyl-trimethyl-silane / dichloromethane; hexane / 0.25 h / 20 °C

9.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

9.2: 48 h / 52 - 62 °C / Inert atmosphere

9.3: 3 h / 20 °C

10.1: dichloromethane / 0 - 20 °C

11.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

With methanol; peracetic acid; lithium hydroperoxide; sodium hexamethyldisilazane; pivaloyl chloride; diisobutylaluminium hydride; propionic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; diazomethyl-trimethyl-silane; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

thietan-3-ylidene-acetic acid methyl ester (61890-04-8) → (S)-N-(1-(1,1-dioxido-3-vinylthietan-3-yl)-2-(hydroxyamino)-2-oxoethyl)-4-(6-hydroxyhexa-1,3-diyn-1-yl)benzamide

Guidance literature:

Multi-step reaction with 12 steps

1.1: diisobutylaluminium hydride / toluene / 0.5 h / -78 °C

2.1: propionic acid / toluene / 1.2 h / 175 - 180 °C / Microwave irradiation

3.1: sodium hydroxide; methanol / tetrahydrofuran / 0.5 h / 20 °C

4.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 0.5 h / -15 - 0 °C

4.2: 1 h / -78 - 0 °C

5.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

5.2: 0.33 h

6.1: peracetic acid / tetrahydrofuran; water / 4 h / 0 - 20 °C

7.1: lithium hydroperoxide / tetrahydrofuran; water / -5 °C

8.1: diazomethyl-trimethyl-silane / dichloromethane; hexane / 0.25 h / 20 °C

9.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

9.2: 48 h / 52 - 62 °C / Inert atmosphere

9.3: 3 h / 20 °C

10.1: dichloromethane / 0 - 20 °C

11.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

12.1: hydroxylamine hydrochloride; sodium methylate / tetrahydrofuran; methanol / 0.75 h / -20 - 20 °C / Inert atmosphere

With methanol; peracetic acid; lithium hydroperoxide; hydroxylamine hydrochloride; sodium methylate; sodium hexamethyldisilazane; pivaloyl chloride; diisobutylaluminium hydride; propionic acid; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; diazomethyl-trimethyl-silane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

thietane-3-one

methyl (triphenylphosphoranylidene)acetate

Refernces