(R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate

Base Information

• Chemical Name: (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate
• CAS No.: 93267-04-0
• Molecular Formula: C9H16INO4
• Molecular Weight: 329.135
• Hs Code.: 29242990
• European Community (EC) Number: 640-460-5
• DSSTox Substance ID: DTXSID80447838
• Nikkaji Number: J1.051.397I
• Wikidata: Q72449682
• Mol file: 93267-04-0.mol

Synonyms:93267-04-0;Boc-beta-iodo-Ala-OMe;Boc-3-iodo-L-alanine methyl ester;(R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate;N-(tert-Butoxycarbonyl)-3-iodo-L-alanine methyl ester;Boc-|A-iodo-Ala-OMe;(R)-methyl 2-(tert-butoxycarbonylamino)-3-iodopropanoate;Boc--iodo-Ala-OMe;Boc-3-Iodo-L-Ala-OMe;N-boc-3-iodo-L-alanine methyl ester;methyl (R)-2-((tert-butoxycarbonyl)amino)-3-iodopropanoate;MFCD00216579;Methyl (2r)-3-iodo-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;(S)-Boc-b-Iodo-Ala-OMe;C9H16INO4;methyl N-(tert-butoxycarbonyl)-3-iodo-L-alaninate;tert-butyl (R)-1-(methoxycarbonyl)-2-iodoethylcarbamate;methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-iodopropanoate;N-Boc-3-Iodoalanine methyl ester;Boc-ss-iodo-Ala-OMe;Boc-Ala(3-I)-OMe;Boc- beta -iodo-Ala-OMe;SCHEMBL1519852;Boc-beta-iodo-Ala-OMe, 99%;DTXSID80447838;UGZBFCCHLUWCQI-LURJTMIESA-N;Boc-beta-iodo-Alanine methyl ester;CS-M3115;Boc-beta-iodo-L-alanine methyl ester;AKOS005259631;GS-3464;AC-28349;HY-79676;PD196120;Boc-beta-iodo-Ala-OMe, >=96.0% (GC);AM20120710;B4044;EN300-201825;M03256;(R)-2-tert-butoxycarbonylamino-3-iodopropionic acid methyl ester;Alanine, N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-, methyl ester;METHYL (2R)-2-[(TERT-BUTOXYCARBONYL)AMINO]-3-IODOPROPANOATE;N-[(1,1-dimethylethoxy)carbonyl]-3-iodo-L-alanine methyl ester;(L)-2-tert-Butoxycarbonylamino-3-iodo-propionic acid methyl ester (Boc-L-Ala(3-I)-OMe)

Chemical Property of (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate

Chemical Property:

• Appearance/Colour: White fine crystals
• Melting Point: 50-52 °C
• Boiling Point: 356.5 °C at 760 mmHg
• PKA: 10.44±0.46(Predicted)
• Flash Point: 169.4 °C
• PSA: 64.63000
• Density: 1.551 g/cm³
• LogP: 1.87860
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in water and 1% acetic acid.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 329.01241
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

Boc-beta-iodo-Ala-OMe ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CI)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CI)C(=O)OC
• Uses: N-Boc-3-iodo-L-alanine methyl ester is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Technology Process of (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate

There total 6 articles about (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate 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: 85.0%

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo901219k

Reference yield: 85.0%

methyl (2S)-2-[N-(t-butoxycarbonyl)amino]-3-(4-methylbenzenesulfonyl)-oxypropionate (56926-94-4) → N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4)

Guidance literature:

With sodium iodide; In acetone; for 12h; Heating;

Reference yield: 82.0%

N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0) → methyl 2-[(tert-butoxycarbonyl)amino]acrylate (55477-80-0) + N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 4.5h; Inert atmosphere; Darkness;

DOI:10.15227/orgsyn.092.0103

upstream raw materials:

methyl (2S)-2-[N-(t-butoxycarbonyl)amino]-3-(4-methylbenzenesulfonyl)-oxypropionate

(S)-2-tert-butoxycarbonylamino-3-methanesulfonyloxypropionic acid methyl ester

N-tert-butyloxycarbonyl-L-serine methyl ester

(S)-N-(tert-butoxycarbonyl)serine

Downstream raw materials:

methyl 2-[(tert-butoxycarbonyl)amino]acrylate

methyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-norvalinate

(2S)-{4-[2-tert-butoxycarbonylamino-2-(methoxycarbonyl)-ethyl]-phenyl}difluoromethyl-phosphonic acid diethyl ester

D-N-Boc-nor-leucine methyl ester