Tert-butyl 2-benzylhydrazinecarboxylate

Base Information

• Chemical Name: Tert-butyl 2-benzylhydrazinecarboxylate
• CAS No.: 53370-84-6
• Molecular Formula: C12H18N2O2
• Molecular Weight: 222.287
• European Community (EC) Number: 888-993-4
• DSSTox Substance ID: DTXSID10443101
• Nikkaji Number: J1.772.356A
• Wikidata: Q82260808
• Mol file: 53370-84-6.mol

Synonyms:TERT-BUTYL 2-BENZYLHYDRAZINECARBOXYLATE;53370-84-6;Tert-butyl N-(benzylamino)carbamate;N'-benzylhydrazinecarboxylic acid tert-butyl ester;N'-Benzyl-hydrazinecarboxylic acid tert-butyl ester;SCHEMBL4632779;DTXSID10443101;OPVJBJKJBHTNCE-UHFFFAOYSA-N;MFCD11100420;3-Benzylcarbazic acid tert-butyl ester;AS-40535;tert-Butyl 2-benzylhydrazine-1-carboxylate;A1-04051;hydrazinecarboxylic acid,2-(phenylmethyl)-,tert-butyl ester

Chemical Property of Tert-butyl 2-benzylhydrazinecarboxylate

Chemical Property:

• Boiling Point: 120-126 °C(Press: 0.8 Torr)
• PKA: 10.68±0.43(Predicted)
• PSA: 53.85000
• Density: 1.061±0.06 g/cm3(Predicted)
• LogP: 2.81120
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 222.136827821
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

97% ^*data from raw suppliers

N'-Benzylhydrazinecarboxylic acid tert-butyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NNCC1=CC=CC=C1

Technology Process of Tert-butyl 2-benzylhydrazinecarboxylate

There total 22 articles about Tert-butyl 2-benzylhydrazinecarboxylate 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: 93.0%

N'-(phenylmethylene)hydrazinecarboxylic acid tert-butyl ester (24469-50-9) → N'-benzylhydrazinecarboxylic acid tert-butyl ester (53370-84-6)

Guidance literature:

N'-(phenylmethylene)hydrazinecarboxylic acid tert-butyl ester; With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; at 20 ℃;

With sodium hydroxide; In methanol; for 1h; Heating;

DOI:10.1021/jm0210921

Reference yield: 92.0%

t-butyl 3-benzylidenecarbazate (24469-50-9) → N'-benzylhydrazinecarboxylic acid tert-butyl ester (53370-84-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 0.333333h; under 1551.44 Torr;

DOI:10.1021/ja039643f

Reference yield: 89.0%

tert-butyl N-tosyloxycarbamate (105838-14-0) + benzylamine (100-46-9) → N'-benzylhydrazinecarboxylic acid tert-butyl ester (53370-84-6)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; at 10 - 20 ℃; for 18h;

DOI:10.1055/s-0030-1261170

upstream raw materials:

tert-butylhypochlorite

benzylurea

t-butyl 3-benzylidenecarbazate

di-tert-butyl dicarbonate

Downstream raw materials:

(2R,3R)-4-(N-benzyl-N'-tert-butyloxycarbonyl-hydrazino)-2-(4-bromobenzyloxy)-N-(furan-2-yl-methyl)-3-hydroxy-butyramide

(2R,3R)-4-(N-benzyl-N'-tert-butyloxycarbonyl-hydrazino)-2-(4-bromobenzyloxy)-3-hydroxy-N-((1S,2R)-2-hydroxyindan-1-yl)-butyramide

(N-benzyl-N'-tert-butoxycarbonyl-hydrazino)-acetic acid

tert-butyl (S)-2-benzyl-2-((1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)hydrazine-1- carboxylate

Refernces

• 1、 Yepremyan, Akop,Mehmood, Arshad,Asgari, Parham,Janesko, Benjamin G.,Simanek, Eric E.. "Synthesis of Macrocycles Derived from Substituted Triazines". . p. 241 - 246. Retrieved 2018/12/11.
• 2、 Santos, Marilia S.,Nortcliffe, Andrew,Lewis, William,Bradshaw, Tracey D.,Moody, Christopher J.. "Synthesis of Highly Substituted 1,2-Diazetidin-3-ones, Small-Ring Scaffolds for Drug Discovery". supporting information. p. 8325 - 8330. Retrieved 2018/06/21.