tert-Butyl (phenylmethylene)carbamate

Base Information

• Chemical Name: tert-Butyl (phenylmethylene)carbamate
• CAS No.: 150884-50-7
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• European Community (EC) Number: 624-611-2
• Mol file: 150884-50-7.mol

Synonyms:(E)-tert-Butyl benzylidenecarbamate;tert-Butyl (phenylmethylene)carbamate;177896-09-2;Carbamic acid, N-(phenylmethylene)-, 1,1-dimethylethyl ester;Tert-butyl (NE)-N-benzylidenecarbamate;TERT-BUTYL N-(PHENYLMETHYLIDENE)CARBAMATE;SCHEMBL887447;SCHEMBL3462265;(E)-tert-Butylbenzylidenecarbamate;AS-80419;EN300-7066160;tert-Butyl (phenylmethylene)carbamate, >=98.0%

Chemical Property of tert-Butyl (phenylmethylene)carbamate

Chemical Property:

• Boiling Point: 285.4±23.0 °C(Predicted)
• PKA: -0.11±0.50(Predicted)
• PSA: 38.66000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 3.04060
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

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

tert-Butyl (phenylmethylene)carbamate ≥98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 6324080
• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N=CC1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)/N=C/C1=CC=CC=C1

Technology Process of tert-Butyl (phenylmethylene)carbamate

There total 20 articles about tert-Butyl (phenylmethylene)carbamate 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%

tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate (155396-71-7) → benzaldehyde N-boc imine (150884-50-7)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; for 12h; Heating;

DOI:10.1021/jo00085a004

Reference yield: 75.0%

tert-butyl carbazate (4248-19-5) + benzaldehyde (100-52-7) → benzaldehyde N-boc imine (150884-50-7)

Guidance literature:

tert-butyl carbazate; benzaldehyde; With formic acid; sodium benzenesulfonate; In methanol; water; at 25 ℃; Inert atmosphere;

With potassium carbonate; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2010.07.087

Reference yield: 50.0%

triphenyl(t-butoxycarbonylimino)phosphorane (68014-21-1) + benzaldehyde (100-52-7) → benzaldehyde N-boc imine (150884-50-7)

Guidance literature:

In toluene; for 110h; Heating;

DOI:10.1021/jo00070a007

upstream raw materials:

tert-butyl fluoroformate

N-benzylidene-1,1,1-trimethylsilanamine

di-tert-butyl dicarbonate

triphenyl(t-butoxycarbonylimino)phosphorane

Downstream raw materials:

tert-butyl [(1R)-2-nitro-1-phenylethyl]carbamate

(R)-2-tert-butoxycarbonylamino-2-phenylacetaldehyde N,N-dimethylhydrazone

Refernces

• 1、 Ye, Xueqian,Pan, Yongkai,Yang, Xiaoyu. "Direct enantioselective Mannich reactions of α-azido cyclic ketones: Asymmetric construction of chiral azides possessing an α-quaternary stereocenter". . p. 98 - 101. Retrieved 2019.
• 2、 Ronchi, Elisabetta,Paradine, Shauna M.,Jacobsen, Eric N.. "Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bonding and Dispersive Interactions". supporting information. p. 7272 - 7278. Retrieved 2021/05/26.
• 3、 -. "Synthetic method of dapoxetine and intermediate thereof". Paragraph 0089-0092. . Retrieved 2020/03/09.