tert-Butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide

Base Information

• Chemical Name: tert-Butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide
• CAS No.: 263719-76-2
• Molecular Formula: C₇H₁₄N₂O₄S
• Molecular Weight: 222.265
• European Community (EC) Number: 866-652-0
• Nikkaji Number: J1.259.466F
• Mol file: 263719-76-2.mol

Synonyms:263719-76-2;tert-Butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide;tert-butyl 1,1-dioxo-1,2,5-thiadiazolidine-2-carboxylate;MFCD24465830;2-Boc-1,2,5-thiadiazolidine 1,1-Dioxide;1,1-Dioxo-[1,2,5]thiadiazolidine-2-carboxylic acid tert-butyl ester;SCHEMBL15908948;APFAUGSFPCAVKB-UHFFFAOYSA-N;tert-butyl 1,1-dioxo-1lambda6,2,5-thiadiazolidine-2-carboxylate;AKOS027441644;SY208437;E84782;EN300-250025;A856856;F2147-9714;Z1508687455;tert-Butyl1,2,5-thiadiazolidine-2-carboxylate1,1-dioxide;TERT-BUTYL 1,1-DIOXO-1??,2,5-THIADIAZOLIDINE-2-CARBOXYLATE;tert-butyl 1,1-dioxo-1lambda,2,5-thiadiazolidine-2-carboxylate;1,1-dioxo-1lambda6-[1,2,5]thiadiazolidine-2-carboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 222.06742811
• Heavy Atom Count: 14
• Complexity: 325

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl1,2,5-thiadiazolidine-2-carboxylate1,1-dioxide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNS1(=O)=O
• Uses: Tert-butyl 1,1-Dioxo-1λ6,2,5-thiadiazolidine-2-carboxylate is used as a reactant in the preparation of thiadiazolidine dioxides from amino acids and chlorosulfonyl isocyanate.

Technology Process of tert-Butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide

There total 5 articles about tert-Butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide 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%

N1-BOC,N3-(2-chloroethyl) sulfamide (182925-49-1) → tert-butyl 1,2,5-thiadiazolidine-2-carboxylate1,1-dioxide (263719-76-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 8h;

DOI:10.1016/S0040-4020(99)01025-X

Reference yield: 45.0%

N-BOC-1,2-diaminoethane (57260-73-8) → tert-butyl 1,2,5-thiadiazolidine-2-carboxylate1,1-dioxide (263719-76-2)

Guidance literature:

With SULFAMIDE; In pyridine; for 3h; Reflux;

DOI:10.5012/bkcs.2010.31.10.2854

Reference yield:

N-tert-butyloxycarbonylsulfamoyl chloride (147000-89-3) → tert-butyl 1,2,5-thiadiazolidine-2-carboxylate1,1-dioxide (263719-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 5 - 20 °C

2: 80 percent / NaBH₄ / tetrahydrofuran; H₂O / 0 - 20 °C

3: 85 percent / PPh₃; CCl₄ / acetonitrile / 8 h / Heating

4: 90 percent / K₂CO₃ / dimethylsulfoxide / 8 h / 20 °C

With tetrachloromethane; sodium tetrahydroborate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetonitrile; 1: sulfamoylation / 2: Reduction / 3: Chlorination / 4: Cyclization;

DOI:10.1016/S0040-4020(99)01025-X

upstream raw materials:

N¹-BOC,N³-(2-chloroethyl) sulfamide

N-tert-butyloxycarbonylsulfamoyl chloride

methyl -glycinate

tert-butyl N-(2-hydroxyethyl)sulfamoylcarbamate

Downstream raw materials:

C₁₃H₁₆FN₃O₆S

C₂₄H₂₆FN₇O₄S₂

tert-butyl 5-[(1-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl)methyl]-1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide

tert-butyl 5-[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]-1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide