Methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)prop-2-enoate

Base Information

• Chemical Name: Methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)prop-2-enoate
• CAS No.: 651724-25-3
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.249
• European Community (EC) Number: 891-456-7
• Nikkaji Number: J1.960.557D
• Mol file: 651724-25-3.mol

Synonyms:651724-25-3;EN300-9405857;methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)prop-2-enoate

Chemical Property of Methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)prop-2-enoate

Chemical Property:

• PSA: 64.63000
• LogP: 1.63120
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 215.11575802
• Heavy Atom Count: 15
• Complexity: 265

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(=C)C(=O)OC

Technology Process of Methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)prop-2-enoate

There total 4 articles about Methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)prop-2-enoate 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: 99.0%

methyl 2-{[bis(tert-butoxycarbonyl)amino]methyl}acrylate (374905-29-0) → methyl 2-{[(tert-butoxycarbonyl)amino]methyl}acrylate (651724-25-3)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; for 3h;

DOI:10.1055/s-2003-42084

Reference yield:

methyl 2-(bromomethyl)propenoate (4224-69-5) → methyl 2-{[(tert-butoxycarbonyl)amino]methyl}acrylate (651724-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / acetonitrile / 72 h / 20 °C

2: 99 percent / Sc(OTf)3 / tetrahydrofuran / 3 h

With potassium carbonate; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-2003-42084

Reference yield:

iminodicarboxylic acid di-tert-butyl ester (51779-32-9) → methyl 2-{[(tert-butoxycarbonyl)amino]methyl}acrylate (651724-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / K₂CO₃ / acetonitrile / 72 h / 20 °C

2: 99 percent / Sc(OTf)3 / tetrahydrofuran / 3 h

With potassium carbonate; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; acetonitrile;

DOI:10.1055/s-2003-42084

upstream raw materials:

methyl 2-{[bis(tert-butoxycarbonyl)amino]methyl}acrylate

methyl 2-(bromomethyl)propenoate

iminodicarboxylic acid di-tert-butyl ester

methyl 2-hydroxymethylacrylate

Downstream raw materials:

methyl (S)-3-(tert-butoxycarbonylamino)-2-methylpropanoate

(R)-methyl 3-{[(tert-butoxy)carbonyl]amino}-2-methylpropionate

(E)-methyl 3-(tert-butoxycarbonylamino)-2-methylacrylate

(Z)-methyl 3-(tert-butoxycarbonylamino)-2-methylacrylate