S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate

Base Information

• Chemical Name: S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate
• CAS No.: 768368-63-4
• Molecular Formula: C₁₄H₁₆O₃S₂
• Molecular Weight: 296.411
• Mol file: 768368-63-4.mol

Synonyms:S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate

Chemical Property of S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate

There total 2 articles about S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate 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: 86.0%

thiophenol (108-98-5) + (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxylic acid (264273-04-3) → S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate (768368-63-4)

Guidance literature:

(+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxylic acid; With oxalyl dichloride; In benzene; at 20 ℃; for 3h;

thiophenol; With triethylamine; In tetrahydrofuran; for 0.25h;

DOI:10.1016/j.tetasy.2004.06.027

Reference yield:

methyl 1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxylate (121023-47-0) → S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate (768368-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / aq. NaOH / methanol / 1.5 h / 20 °C

2.1: oxalyl chloride / benzene / 3 h / 20 °C

2.2: 86 percent / Et₃N / tetrahydrofuran / 0.25 h

With sodium hydroxide; oxalyl dichloride; In methanol; benzene;

DOI:10.1016/j.tetasy.2004.06.027

Reference yield:

S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate (768368-63-4) → S-phenyl (R)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate (768368-67-8)

Guidance literature:

S-phenyl (+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate; With sec.-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 0.25h;

With (+)-N-isopropylephedrine; In tetrahydrofuran; hexane; at -100 - -78 ℃; for 2.66667h;

DOI:10.1016/j.tetasy.2004.06.027

upstream raw materials:

thiophenol

(+/-)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxylic acid

methyl 1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxylate

Downstream raw materials:

S-phenyl (R)-1,4-dioxa-8-thiaspiro[4.5]decane-6-carbothioate