tert-Butyl thiazolidine-3-carboxylate

Base Information

• Chemical Name: tert-Butyl thiazolidine-3-carboxylate
• CAS No.: 148312-55-4
• Molecular Formula: C8H15NO2S
• Molecular Weight: 189.279
• Hs Code.: 2934999090
• Mol file: 148312-55-4.mol

Synonyms:tert-Butyl thiazolidine-3-carboxylate

Chemical Property of tert-Butyl thiazolidine-3-carboxylate

Chemical Property:

• Boiling Point: 266.3±33.0 °C(Predicted)
• PKA: -1.67±0.20(Predicted)
• PSA: 54.84000
• Density: 1.137±0.06 g/cm3(Predicted)
• LogP: 1.86570
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butylthiazolidine-3-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl thiazolidine-3-carboxylate

There total 5 articles about tert-Butyl thiazolidine-3-carboxylate 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: 100.0%

1,3-thiazolidine (504-78-9) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl thiazolidine-3-carboxylate (148312-55-4)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃; for 20h;

DOI:10.1016/j.tetasy.2004.08.010

Reference yield: 83.0%

4-Acetoxy-thiazolidine-3-carboxylic acid tert-butyl ester (177779-62-3) → tert-butyl thiazolidine-3-carboxylate (148312-55-4)

Guidance literature:

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; for 10h; Ambient temperature;

DOI:10.1080/07328319608002037

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl thiazolidine-3-carboxylate (148312-55-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Zn, AcOH, 2.) DMAP / 1.) reflux, 10 h, 2.) acetonitrile, rt, 3 h

2: LiEt₃BH / tetrahydrofuran / 2 h / -78 °C

3: 63 percent / DMAP / pyridine / 1 h / Ambient temperature

4: 83 percent / triethylsilane, trimethylsilyl trifluoromethanesulfonate / 10 h / Ambient temperature

With triethylsilane; dmap; trimethylsilyl trifluoromethanesulfonate; lithium triethylborohydride; acetic acid; zinc; In tetrahydrofuran; pyridine;

DOI:10.1080/07328319608002037

upstream raw materials:

1,3-thiazolidine

di-tert-butyl dicarbonate

4-Acetoxy-thiazolidine-3-carboxylic acid tert-butyl ester

N-(tert-butoxycarbonyl)thiazolidin-4-one

Downstream raw materials:

(1'S,2R)-tert-butyl 2-[1-acetoxy-1-(4-chlorophenyl)methyl]thiazolidine-3-carboxylate

(1'R,2R)-tert-butyl 2-[1-acetoxy-1-(4-chlorophenyl)methyl]thiazolidine-3-carboxylate

(1'S,2R)-tert-butyl 2-[1-acetoxy-1-(4-methoxyphenyl)methyl]thiazolidine-3-carboxylate

(1'R,2R)-tert-butyl 2-[1-acetoxy-1-(4-methoxyphenyl)methyl]thiazolidine-3-carboxylate

Refernces

• 1、 Zheng, Tianyu,Tan, Jiajing,Fan, Rong,Su, Shuaisong,Liu, Binbin,Tan, Chen,Xu, Kun. "Diverse ring opening of thietanes and other cyclic sulfides: An electrophilic aryne activation approach". supporting information. p. 1303 - 1306. Retrieved 2018/02/14.
• 2、 -. "Substituted cyclopropylamino-1,3,5-triazines". . . Retrieved 2008/06/13.