Methyl (S)-(+)-2-Isocyanato-3-tert-butoxypropionate

Base Information

• Chemical Name: Methyl (S)-(+)-2-Isocyanato-3-tert-butoxypropionate
• CAS No.: 145080-94-0
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.222
• Hs Code.: 2929109000
• European Community (EC) Number: 678-545-4
• DSSTox Substance ID: DTXSID50427086
• Nikkaji Number: J510.751B
• Mol file: 145080-94-0.mol

Synonyms:145080-94-0;(S)-(+)-2-Isocyanato-3-tert-butoxypropionic Acid Methyl Ester;Methyl (S)-(+)-2-Isocyanato-3-tert-butoxypropionate;(S)-(+)-2-ISOCYANATO-3-TERT-BUTOXYPROPIONICACIDMETHYLESTER;methyl (2S)-2-isocyanato-3-[(2-methylpropan-2-yl)oxy]propanoate;Methyl O-tert-butyl-N-(oxomethylidene)-L-serinate;Methyl (S)-(+)-2-isocyanato-3-tert-butoxypropionoate;Methyl (2S)-3-tert-butoxy-2-isocyanatopropanoate, AldrichCPR;SCHEMBL2736223;DTXSID50427086;MFCD00191536;AKOS015853922;AS-73046;I0473;T71783;(S)-methyl 3-tert-butoxy-2-isocyanatopropanoate;J-008049;(S)-2-Isocyanato-3-tert-butoxypropionic acid methyl ester;METHYL (2S)-3-(TERT-BUTOXY)-2-ISOCYANATOPROPANOATE

Chemical Property of Methyl (S)-(+)-2-Isocyanato-3-tert-butoxypropionate

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 14 ° (C=neat)
• Boiling Point: 260.8°C at 760 mmHg
• Flash Point: 102°C
• PSA: 64.96000
• Density: 1.06
• LogP: 0.67890
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 201.10010796
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

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

Methyl(2S)-2-Isocyanato-3-[(2-methylpropan-2-yl)oxy]propanoate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OCC(C(=O)OC)N=C=O
• Isomeric SMILES: CC(C)(C)OC[C@@H](C(=O)OC)N=C=O

Technology Process of Methyl (S)-(+)-2-Isocyanato-3-tert-butoxypropionate

There total 2 articles about Methyl (S)-(+)-2-Isocyanato-3-tert-butoxypropionate 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: 92.0%

phosgene (75-44-5) + O-tert-butyl-L-serine methyl ester hydrochloride (17114-97-5) → methyl (S)-2-isocyanato-3-(1,1-dimethylethoxy)propanoate (145080-94-0)

Guidance literature:

With pyridine; In tetrahydrofuran; dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo00052a069

Reference yield:

phosgene (75-44-5) → (S)-4-methoxycarbonyl-oxazolidin-2-one (96751-61-0,144542-43-8,132682-22-5) + methyl (S)-2-isocyanato-3-(1,1-dimethylethoxy)propanoate (145080-94-0)

Guidance literature:

In toluene; at 110 ℃; for 2.5h;

DOI:10.1021/jo00052a069

Reference yield: 63.0%

4,5-diamino-3-methyl-1-phenylpyrazole (52943-88-1) + methyl (S)-2-isocyanato-3-(1,1-dimethylethoxy)propanoate (145080-94-0) → 2-[3-(5-amino-3-methyl-1-phenyl-1H-pyrazol-4-yl)-ureido]-3-tert-butoxy-propionic acid methyl ester

Guidance literature:

In ethanol; at 20 ℃;

DOI:10.1016/S0040-4039(03)00398-8

upstream raw materials:

phosgene

O-tert-butyl-L-serine methyl ester hydrochloride

Downstream raw materials:

methyl O-(tert-butyl)-N-({[(2E)-3-(2-{[3-chloro-4-(2-methylbenzoyl)phenyl]amino}phenyl)prop-2-enyl]amino}carbonyl)-l-serinate

Refernces