methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate

Base Information

• Chemical Name: methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate
• CAS No.: 199535-69-8
• Molecular Formula: C₂₁H₃₁N₃O₇S
• Molecular Weight: 469.559
• Mol file: 199535-69-8.mol

Synonyms:methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate

Chemical Property of methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate

There total 5 articles about methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate 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: 54.0%

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate (145013-05-4) + 3-Amino-4-methanesulfinylmethyl-benzoic acid methyl ester (199535-66-5) → methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate (199535-69-8)

Guidance literature:

With triethylamine; mercury dichloride; In N,N-dimethyl-formamide; 1.) 0 deg C, 0.5 h, 2.) RT, overnight;

DOI:10.1021/jm970479e

Reference yield:

Methyl 4-(bromomethyl)benzoate (2417-72-3) → methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate (199535-69-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / dimethylformamide / 16 h / Ambient temperature

2: 66 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

3: 42 percent / conc. H₂SO₄, KNO₃ / 66 h / 4 °C

4: 35 percent / H₂ / PtO₂ / methanol / 1 h / 50 Torr

5: 54 percent / Et₃N, HgCl₂ / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, overnight

With sulfuric acid; hydrogen; potassium nitrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; platinum(IV) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970479e

Reference yield:

methyl 4-[(methylsulfanyl)methyl]benzoate (67003-49-0) → methyl 3-({[(tert-butoxycarbonyl)amino][(tert-butoxycarbonyl)imino]methyl}amino)-4-[(methylsulfoxy)methyl]benzoate (199535-69-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Ambient temperature

2: 42 percent / conc. H₂SO₄, KNO₃ / 66 h / 4 °C

3: 35 percent / H₂ / PtO₂ / methanol / 1 h / 50 Torr

4: 54 percent / Et₃N, HgCl₂ / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, overnight

With sulfuric acid; hydrogen; potassium nitrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; mercury dichloride; platinum(IV) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm970479e

upstream raw materials:

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanethioyl)carbamate

3-Amino-4-methanesulfinylmethyl-benzoic acid methyl ester

Methyl 4-(bromomethyl)benzoate

methyl 4-[(methylsulfanyl)methyl]benzoate