Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 115894-70-7
• Molecular Formula: C₇H₁₃N₅O₂
• Molecular Weight: 199.213
• Mol file: 115894-70-7.mol

Synonyms:Carbamicacid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI);[(2H-Tetrazol-5-yl)methyl]carbamic acid tert-butyl ester

Chemical Property of Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Melting Point: 112-114 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• PKA: 4.55±0.10(Predicted)
• PSA: 92.79000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 0.61530

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl(2H-Tetrazol-5-ylmethyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI)

There total 4 articles about Carbamic acid, (1H-tetrazol-5-ylmethyl)-, 1,1-dimethylethyl ester (9CI) 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: 82.0%

(2H-1,2,3,4-tetrazol-5-yl)methanamine (31602-63-8) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl ((2H-tetrazol-5-yl)methyl)carbamate (115894-70-7)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 12h;

Reference yield: 72.0%

tert-butyl cyanomethylcarbamate (85363-04-8) → tert-butyl ((2H-tetrazol-5-yl)methyl)carbamate (115894-70-7)

Guidance literature:

With sodium azide; zinc dibromide; In water; isopropyl alcohol; for 16h; Reflux;

DOI:10.1080/00397910802374133

Reference yield:

tert-butyl cyanomethylcarbamate (85363-04-8) → tert-butyl ((2H-tetrazol-5-yl)methyl)carbamate (115894-70-7) + tert-butyl ((1H-tetrazol-5-yl)methyl)carbamate

Guidance literature:

With sodium azide; triethylamine hydrochloride; In N,N-dimethyl-formamide; at 25 - 80 ℃; Overall yield = 83 %; Overall yield = 70 g;

upstream raw materials:

(2H-1,2,3,4-tetrazol-5-yl)methanamine

di-tert-butyl dicarbonate

tert-butyl cyanomethylcarbamate

Refernces

• 1、 -. "MONOBACTAM ORGANIC COMPOUNDS FOR THE TREATMENT OF BACTERIAL INFECTIONS". Paragraph 0391; 0392. . Retrieved 2015/11/10.
• 2、 Sureshbabu, Vommina V.,Naik, Shankar A.,Nagendra. "Synthesis of Boc-amino tetrazoles derived from α-amino acids". experimental part. p. 395 - 406. Retrieved 2009/06/06.