tert-Butyl N-[(4-methoxyphenyl)methylene]carbamate

Base Information

• Chemical Name: tert-Butyl N-[(4-methoxyphenyl)methylene]carbamate
• CAS No.: 479423-40-0
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• European Community (EC) Number: 663-818-2
• Mol file: 479423-40-0.mol

Synonyms:479423-40-0;(E)-tert-Butyl 4-methoxybenzylidenecarbamate;tert-Butyl N-[(4-methoxyphenyl)methylene]carbamate;N-Boc-4-methoxybenzylideneamine;SCHEMBL16171645;N-Boc-4-methoxybenzylideneamine, 97%;(E)-tert-Butyl4-methoxybenzylidenecarbamate;A872008

Chemical Property of tert-Butyl N-[(4-methoxyphenyl)methylene]carbamate

Chemical Property:

• PSA: 47.89000
• LogP: 3.04920
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 235.12084340
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-4-methoxybenzylideneamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 9046584
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of tert-Butyl N-[(4-methoxyphenyl)methylene]carbamate

There total 8 articles about tert-Butyl N-[(4-methoxyphenyl)methylene]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: 98.0%

tert-butyl (4-methoxyphenyl)(phenylsulfonyl)methylcarbamate (741259-87-0) → N-tert-butyl 4-methoxybenzylidenecarbamate (479423-40-0)

Guidance literature:

With potassium carbonate; sodium sulfate; In dichloromethane; for 2h; Reflux;

DOI:10.1039/c6cc00603e

Reference yield:

tert-butyl carbazate (4248-19-5) → N-tert-butyl 4-methoxybenzylidenecarbamate (479423-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid / methanol; H₂O / 72 h / 20 °C

2: anhydrous potassium carbonate / tetrahydrofuran / 17 h / Heating

With formic acid; potassium carbonate; In tetrahydrofuran; methanol; water;

DOI:10.1002/anie.200502674

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → N-tert-butyl 4-methoxybenzylidenecarbamate (479423-40-0)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid / methanol; water / 60 h / 20 °C

2: potassium carbonate; Na⁽¹⁺⁾*O₄S^(1-) / tetrahydrofuran / 7 h / Reflux

With formic acid; Na⁽¹⁺⁾*O₄S^(1-); potassium carbonate; In tetrahydrofuran; methanol; water;

DOI:10.1021/ol302952r

upstream raw materials:

N-(tert-butoxycarbonyl)-α-(4-methylphenylsulfonyl)-4-methoxybenzylamine

tert-butyl (4-methoxyphenyl)(phenylsulfonyl)methylcarbamate

tert-butyl carbazate

4-methoxy-benzaldehyde

Downstream raw materials:

[(1S,2R,4S)-5-(4-Bromo-phenyl)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyl]-1-(4-methoxy-phenyl)-2-methyl-3-oxo-pentyl]-carbamic acid tert-butyl ester

tert-butyl (1R,2S)-1-(4-methoxyphenyl)-2-nitrobutylcarbamate

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