N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

Base Information

• Chemical Name: N-(tert-Butoxycarbonyl)-2-aminoacetonitrile
• CAS No.: 85363-04-8
• Molecular Formula: C7H12 N2 O2
• Molecular Weight: 156.184
• Hs Code.: 2926909090
• Mol file: 85363-04-8.mol

Synonyms:Carbamicacid, (cyanomethyl)-, 1,1-dimethylethyl ester (9CI);(tert-Butoxycarbonylamino)acetonitrile; N-Boc-2-aminoacetonitrile;N-tert-Butoxycarbonylaminoacetonitrile; tert-Butyl (cyanomethyl)carbamate

Chemical Property of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

Chemical Property:

• Melting Point: 53-57 ºC
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 186 ºC
• PKA: 9.96±0.46(Predicted)
• Flash Point: >110 ºC
• PSA: 62.12000
• Density: 1.1832 (rough estimate)
• LogP: 1.42558
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-2-aminoacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(tert-Butoxycarbonyl)-2-aminoacetonitrile may be used for the preparation of N-(tert-butoxycarbonyl)-2-aminoacetamidoxime, by reaction with hydroxylamine hydrochloride.

Technology Process of N-(tert-Butoxycarbonyl)-2-aminoacetonitrile

There total 8 articles about N-(tert-Butoxycarbonyl)-2-aminoacetonitrile 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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + cyanomethylamine sulfate (151-63-3) → tert-butyl cyanomethylcarbamate (85363-04-8)

Guidance literature:

With triethylamine; In dichloromethane; at 60 ℃; Sealed tube;

DOI:10.1016/j.bmcl.2012.08.012

Reference yield: 97.1%

di-tert-butyl dicarbonate (24424-99-5) + 2-aminoacetonitrile hydrochloride (6011-14-9) → tert-butyl cyanomethylcarbamate (85363-04-8)

Guidance literature:

With triethylamine; In dichloromethane; water; at 20 ℃; for 15h; Cooling with ice;

Reference yield: 91.0%

N-(tert-butoxycarbonyl)glycine (35150-09-5) → tert-butyl cyanomethylcarbamate (85363-04-8)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; at -10 - 0 ℃; for 2h;

DOI:10.1080/00397910802374133

upstream raw materials:

di-tert-butyl dicarbonate

2-aminoacetonitrile hydrochloride

N-(tert-butoxycarbonyl)glycine

iminodicarboxylic acid di-tert-butyl ester

Downstream raw materials:

2-aminoacetonitrile

2-(tert-butoxycarbonyl-aminomethyl)-5-methylpyrimidine

tert-butyl ((2H-tetrazol-5-yl)methyl)carbamate

methyl 5-(7-(5-((tert-butoxycarbonylamino)methyl)isoxazol-3-yl)-3-(4-fluorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)pentanoate

Refernces

• 1、 Sood, Geeta,Schwalbe, Carl H.,Fraser, William. "(Tert-butoxycarbonylamino)acetonitrile". . p. 959 - 961. Retrieved 1997.
• 2、 -. "Preparation method and intermediate of benzodiazepine compound". Paragraph 0052-0056. . Retrieved 2020/09/16.
• 3、 Sarris, Alexi J. C.,Hansen, Thomas,de Geus, Mark A. R.,Maurits, Elmer,Doelman, Ward,Overkleeft, Herman S.,Codée, Jeroen D. C.,Filippov, Dmitri V.,van Kasteren, Sander I.. "Fast and pH-Independent Elimination of trans-Cyclooctene by Using Aminoethyl-Functionalized Tetrazines". supporting information. p. 18075 - 18081. Retrieved 2018/11/23.