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

Base Information

• Chemical Name: Methyl 2-{[(tert-butoxy)carbonyl](methyl)amino}prop-2-enoate
• CAS No.: 56776-34-2
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.24600
• European Community (EC) Number: 855-700-6
• DSSTox Substance ID: DTXSID101169521
• Nikkaji Number: J1.035.576A
• Mol file: 56776-34-2.mol

Synonyms:56776-34-2;methyl 2-{[(tert-butoxy)carbonyl](methyl)amino}prop-2-enoate;Methyl 2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]prop-2-enoate;Methyl 2-([(tert-butoxy)carbonyl](methyl)amino)prop-2-enoate;SCHEMBL13389759;DTXSID101169521;EN300-396298;2-[Methyl(tert-butoxycarbonyl)amino]acrylic acid methyl ester;methyl2-{[(tert-butoxy)carbonyl](methyl)amino}prop-2-enoate;Methyl 2-[[(1,1-dimethylethoxy)carbonyl]methylamino]-2-propenoate

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

Chemical Property:

• PSA: 55.84000
• LogP: 1.54000
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 215.11575802
• Heavy Atom Count: 15
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 1 articles about Methyl 2-{[(tert-butoxy)carbonyl](methyl)amino}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: 35.0%

N-Boc-N-methyl-L-serine methyl ester (122902-81-2,220903-92-4) → N-Boc-N-methyl-dehydroalanine methyl ester (56776-34-2) + β-azido-N-tert-butoxycarbonyl-N-methyl-L-alanine methyl ester

Guidance literature:

With tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 20h; Yields of byproduct given;

DOI:10.1002/(SICI)1099-0690(199805)1998:5<777::AID-EJOC777>3.0.CO;2-W

Reference yield: 60.0%

N-Boc-N-methyl-dehydroalanine methyl ester (56776-34-2) + N-(p-Toluenesulfonyl)-3-(phenylthio)-2-piperidone (143076-20-4) → 2-(tert-Butoxycarbonyl-methyl-amino)-3-[2-oxo-3-phenylsulfanyl-1-(toluene-4-sulfonyl)-piperidin-3-yl]-propionic acid methyl ester (130291-49-5)

Guidance literature:

With potassium hexamethylsilazane;

DOI:10.1016/S0040-4039(00)94730-0

Reference yield: 50.0%

N-Boc-N-methyl-dehydroalanine methyl ester (56776-34-2) + 1-benzylguanidine trifluoroacetate → (2-amino-1-benzyl-4-oxo-1,4,5,6-tetrahydro-pyrimidin-5-yl)-methyl-carbamic acid tert-butyl ester (601507-06-6)

Guidance literature:

With potassium carbonate; In isopropyl alcohol;

DOI:10.1016/S0040-4039(03)01381-9

upstream raw materials:

N-Boc-N-methyl-L-serine methyl ester

Downstream raw materials:

2-(tert-Butoxycarbonyl-methyl-amino)-3-[2-oxo-3-phenylsulfanyl-1-(toluene-4-sulfonyl)-piperidin-3-yl]-propionic acid methyl ester

(2-amino-1-benzyl-4-oxo-1,4,5,6-tetrahydro-pyrimidin-5-yl)-methyl-carbamic acid tert-butyl ester

(1-benzyl-2-methylamino-4-oxo-1,4,5,6-tetrahydro-pyrimidin-5-yl)-methyl-carbamic acid tert-butyl ester

(1-benzyl-2-imino-3-methyl-4-oxo-hexahydro-pyrimidin-5-yl)-methyl-carbamic acid tert-butyl ester