Methyl 2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate

Base Information

• Chemical Name: Methyl 2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate
• CAS No.: 172749-96-1
• Molecular Formula: C₉H₁₇NO₄S
• Molecular Weight: 235.304
• European Community (EC) Number: 844-169-6
• Nikkaji Number: J1.483.220C
• Mol file: 172749-96-1.mol

Synonyms:172749-96-1;methyl 2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate;methyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-sulfanylpropanoate;SCHEMBL1341495;NJGIAKIPSDCYAC-UHFFFAOYSA-N;MFCD24390201;AKOS025142348;BB 0304015;2-(Mercaptomethyl)-N-Boc-glycine methyl ester;EN300-189794;methyl2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate;2-tert-butoxycarbonylamino-3-mercapto-propionic acid methyl ester

Chemical Property of Methyl 2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 235.08782920
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CS)C(=O)OC

Technology Process of Methyl 2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate

There total 2 articles about Methyl 2-{[(tert-butoxy)carbonyl]amino}-3-sulfanylpropanoate 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:

5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3) + methyl N-(tert-butoxycarbonyl)-(1,2-diethyl-3,6-dioxohexahydropyridazin-4-yl)-L-cysteinate → 5-thio-2-nitrobenzoic acid (15139-21-6) + C16H20N2O8S2 + N-[(tert-butoxy)carbonyl]-L-cysteine methyl ester (172749-96-1) + 1,2-diethyl-1,2-dihydropyridazine-3,6-dione (10071-42-8)

Guidance literature:

With ethylenediaminetetraacetic acid; In aq. phosphate buffer; [D₃]acetonitrile; at 37 ℃; for 96h; pH=7.4;

DOI:10.1039/c9cc08362f

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + L-cysteine methyl ester hydrochloride (18598-63-5) → N-[(tert-butoxy)carbonyl]-L-cysteine methyl ester (172749-96-1) + N,N'-bis(tert-butoxy)carbonyl-L-cystine dimethyl ester (77826-55-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.25h;

DOI:10.1021/ja8026168 DOI:10.1021/ja907150m

Reference yield: 93.0%

[18F]-1-fluoro-4-(vinylsulfonyl)benzene + N-[(tert-butoxy)carbonyl]-L-cysteine methyl ester (172749-96-1) → C17H24(18)FNO6S2

Guidance literature:

With sodium acetate; In methanol; at 30 ℃; for 0.25h;

upstream raw materials:

di-tert-butyl dicarbonate

L-cysteine methyl ester hydrochloride

5,5'-dithiobis-(2-nitrobenzoic acid)

Downstream raw materials:

N-[(tert-butyloxy)carbonyl]-S-(chloromethyl)-D-cysteine methyl ester

benzyl (-)-(2S)-1-trityl-aziridine-2-carboxylate

((S)-1-Formyl-2-methylsulfanyl-ethyl)-carbamic acid tert-butyl ester

2-tert-butoxycarbonylamino-3-(2S)-tert-butoxycarbonylamino-3-((2S)phenyl propionylsulfanyl)propionic acid methyl ester