2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile

Base Information

• Chemical Name: 2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile
• CAS No.: 59577-32-1
• Molecular Formula: C17H14N2O4
• Molecular Weight: 310.309
• Hs Code.: 2926909090
• European Community (EC) Number: 623-505-3
• Mol file: 59577-32-1.mol

Synonyms:59577-32-1;(Z)-N-((4-Methoxybenzyloxy)carbonyloxy) benzimidoyl cyanide;2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile;SCHEMBL6754660;(Z)-[CYANO(PHENYL)METHYLIDENE]AMINO (4-METHOXYPHENYL)METHYL CARBONATE;MFCD01104174;AKOS015889083;(E)-N-((4-methoxybenzyloxy)carbonyloxy)benzimidoyl cyanide

Chemical Property of 2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile

Chemical Property:

• Vapor Pressure: 4.05E-08mmHg at 25°C
• Melting Point: 110-115 °C(lit.)
• Refractive Index: 1.555
• Boiling Point: 445.1°C at 760 mmHg
• Flash Point: 223°C
• PSA: 80.91000
• Density: 1.16g/cm³
• LogP: 3.27628
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 310.09535693
• Heavy Atom Count: 23
• Complexity: 455

Purity/Quality:

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

2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)COC(=O)ON=C(C#N)C2=CC=CC=C2
• Isomeric SMILES: COC1=CC=C(C=C1)COC(=O)O/N=C(\C#N)/C2=CC=CC=C2
• Uses: 2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile (MOZ-ON) is suitable for use in the synthesis of biotinylated ampicillin sulfone, a bifunctional mechanism-based inhibitor for the selection of active site serine β-lactamases.

Technology Process of 2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile

There total 3 articles about 2-(4-Methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile 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:

phenylacetonitrile (140-29-4) → 2-(4-methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile (59577-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH, MeONO / methanol

2: (i) PhNMe₂, benzene, (ii) /BRN= 636654/, Py

With sodium hydroxide; methyl nitrite; In methanol;

DOI:10.1246/bcsj.50.718

Reference yield:

phosgene (75-44-5) + 2-(hydroxyimino)-2-phenylacetonitrile (825-52-5) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile (59577-32-1)

Guidance literature:

Multistep reaction; (i) PhNMe₂, benzene, (ii) /BRN= 636654/, Py;

DOI:10.1246/bcsj.50.718

Reference yield:

→ 2-(4-methoxybenzyloxycarbonyloxyimino)-2-phenylacetonitrile (59577-32-1)

Guidance literature:

upstream raw materials:

phosgene

2-(hydroxyimino)-2-phenylacetonitrile

4-Methoxybenzyl alcohol

phenylacetonitrile

Downstream raw materials:

1,4-bis(4-methoxybenzyloxycarbonyl)-7-(tert-butylcarbonate)-1,4,7-triazacyclononane

1,4-bis(4-methoxybenzyloxycarbonyl)-1,4,7-triazacyclononane

N-(4-Methoxybenzyloxycarbonyl)-O-benzyl-L-serine

(2S,5R,6R)-6-[(R)-2-(4-Methoxy-benzyloxycarbonylamino)-2-phenyl-acetylamino]-3,3-dimethyl-4,4,7-trioxo-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid