Boc-Ser-OMe

Base Information

• Chemical Name: Boc-Ser-OMe
• CAS No.: 2766-43-0
• Molecular Formula: C9H17NO5
• Molecular Weight: 219.238
• Hs Code.: 29241990
• European Community (EC) Number: 690-499-7
• DSSTox Substance ID: DTXSID30427089
• Nikkaji Number: J465.575C
• Wikidata: Q72450713
• ChEMBL ID: CHEMBL1222065
• Mol file: 2766-43-0.mol

Synonyms:Boc-Ser-OMe;2766-43-0;Boc-L-serine methyl ester;N-Boc-L-serine Methyl Ester;N-(tert-Butoxycarbonyl)-L-serine methyl ester;(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate;Boc-L-Ser-OMe;methyl (tert-butoxycarbonyl)-L-serinate;methyl (2S)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;Serine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester;tert-butyl (S)-1-(methoxycarbonyl)-2-hydroxyethylcarbamate;(S)-methyl 2-(tert-butoxycarbonylamino)-3-hydroxypropanoate;MFCD00191869;Boc-serine methyl ester;Boc-Ser-OMe, 95%;N-Boc serine methyl ester;N-Boc-serine methyl ester;SCHEMBL313780;CHEMBL1222065;N-Boc-(S)-serine methyl ester;DTXSID30427089;SANNKFASHWONFD-LURJTMIESA-N;AKOS015924245;CS-W009216;N-tert-butoxycarbonyl-serine methyl ester;AC-24069;BP-12291;DS-13952;HY-32688;methyl N-(tert-butoxycarbonyl)-L-serinate;N-(t-butoxycarbonyl)-L-serine methyl ester;N-tert-butoxycarbonyl-L-serine Methyl Ester;B2073;N-(tert-butoxycarbonyl)-L-serine methylester;EN300-106110;M03321;J-300234;Q-101718;L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester;Methyl (3-hydroxy)-2-(S)-(t-butoxycarbonylamino)propionate;(5)-methyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate;methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoate

Chemical Property of Boc-Ser-OMe

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 1.94E-06mmHg at 25°C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 354.3 °C at 760 mmHg
• PKA: 10.70±0.46(Predicted)
• Flash Point: 168.1 °C
• PSA: 84.86000
• Density: 1.149 g/cm³
• LogP: 0.43590
• Storage Temp.: -15°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 219.11067264
• Heavy Atom Count: 15
• Complexity: 233

Purity/Quality:

min 98.0% ^*data from raw suppliers

N-(tert-Butoxycarbonyl)-L-serine Methyl Ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CO)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CO)C(=O)OC
• Uses: Boc-L-serine methyl ester is a derivative of L-Serine Methyl Ester Hydrochloride (S271005) derivative. Boc-L-serine methyl ester is an amino acid derivative used in the preparation of Tn antigen, L-glutamic acid p-nitroanilide analogs and new biomedical polymers having Serine and Threonine side groups. N-tert-Butoxycarbonyl-L-serine Methyl Ester is an amino acid derivative used in the preparation of Tn antigen, L-glutamic acid p-nitroanilide analogs and new biomedical polymers having Serine and Threonine side groups.

Technology Process of Boc-Ser-OMe

There total 45 articles about Boc-Ser-OMe 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (2S)-2-amino-3-hydroxypropanoate hydrochloride (5680-80-8) → N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0)

Guidance literature:

With triethylamine;

DOI:10.1002/(sici)1099-0690(200001)2000:1<115::aid-ejoc115>3.0.co;2-j

Reference yield: 100.0%

methanol (67-56-1) + L-serin (56-45-1,83245-15-2) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0)

Guidance literature:

methanol; L-serin; With acetyl chloride;

di-tert-butyl dicarbonate; With triethylamine;

DOI:10.1021/ol0360039

Reference yield: 99.0%

(S)-serine methyl ester (2788-84-3) + di-tert-butyl dicarbonate (24424-99-5) → N-tert-butyloxycarbonyl-L-serine methyl ester (2766-43-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0029-1218843

upstream raw materials:

diazomethane

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

methanol

(S)-serine methyl ester

Downstream raw materials:

(S)-3-[Bis-(4-chloro-benzyloxy)-phosphanyloxy]-2-tert-butoxycarbonylamino-propionic acid methyl ester

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

(S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propanoate

2-tert-butoxycarbonylamino-3-(4-nitro-phenylcarbamoyloxy)-propionic acid methyl ester

Refernces

• 1、 Gade, Chandrasekhar Reddy,Sharma, Nagendra K.. "Synthesis and biochemical evaluation of Aminopropanolyl-Thymine tri-Phosphate (ap-TTP)". . p. 730 - 743. Retrieved 2020.
• 2、 Mallik,Prasad,Das,Sen. "Alcohol functionality in the fatty acid backbone of sphingomyelin guides the inhibition of blood coagulation". . p. 3390 - 3398. Retrieved 2021/02/03.
• 3、 Delgado, José A. C.,Correia, José T. M.,Pissinati, Emanuele F.,Paix?o, Márcio W.. "Biocompatible Photoinduced Alkylation of Dehydroalanine for the Synthesis of Unnatural α-Amino Acids". supporting information. p. 5251 - 5255. Retrieved 2021/07/20.