Boc-Ser-Otbu

Base Information

• Chemical Name: Boc-Ser-Otbu
• CAS No.: 7738-22-9
• Molecular Formula: C₁₂H₂₃NO₅
• Molecular Weight: 261.318
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID10427062
• Nikkaji Number: J591.119B
• Wikidata: Q72510499
• Mol file: 7738-22-9.mol

Synonyms:Boc-Ser-Otbu;7738-22-9;Boc-L-Serine tert-butyl ester;N-Boc-L-serine tert-butyl ester;(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoate;tert-butyl (2S)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester;MFCD00190832;Boc-L-Ser-OtBu;Boc-L-Ser-OHtert-Butyl;Boc-L-Serinetert.butylester;Boc-L-serine t-butyl ester;Boc-L-Serine tert.butyl ester;SCHEMBL2531297;DTXSID10427062;NSNZHQVMWJPBPI-QMMMGPOBSA-N;BCP20737;N-boc-l-serine tertiary butyl ester;AKOS015998944;AM82220;CS-W022607;FS-5136;HY-W041867;N-tert-Butoxycarbonylserine tert-butyl ester;tert-Butyl (tert-butoxycarbonyl)-L-serinate;Boc-Ser-Otbu Boc-L-Serine tert-butyl ester;F11041;EN300-7391901;(s)-2-tert-butoxycarbonylamino-3-hydroxypropionic acid tert-butyl ester;tert-butyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoate

Chemical Property of Boc-Ser-Otbu

Chemical Property:

• Melting Point: 80℃
• Boiling Point: 381.9±32.0 °C(Predicted)
• PKA: 10.70±0.46(Predicted)
• PSA: 84.86000
• Density: 1.087±0.06 g/cm3(Predicted)
• LogP: 1.60460
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 261.15762283
• Heavy Atom Count: 18
• Complexity: 301

Purity/Quality:

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

Boc-L-serine tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(CO)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)[C@H](CO)NC(=O)OC(C)(C)C
• Uses: (S)-tert-Butyl 2-((tert-Butoxycarbonyl)amino)-3-hydroxypropanoate has been used as a reactant in the synthesis of biomembrane-mimic polymers for tissue engineering or bioimplants.

Technology Process of Boc-Ser-Otbu

There total 18 articles about Boc-Ser-Otbu 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: 99.0%

N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-serine 1,1-dimethylethyl ester (95319-02-1) → N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester (71630-31-4,7738-22-9)

Guidance literature:

With hydrogen; acetic acid; palladium dihydroxide; In ethanol; at 20 ℃; for 36h;

DOI:10.1016/j.tetasy.2005.11.019

Reference yield: 97.0%

2-tert-butyl-1,3-diisopropylisourea (71432-55-8) + (S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester (71630-31-4,7738-22-9)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2019.06.033

Reference yield: 88.0%

O-acetyl-N-carbo-tert-butyloxyserine tert-butyl ester → N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester (71630-31-4,7738-22-9)

Guidance literature:

With zirconocene dichloride; diisobutylaluminium hydride; In tetrahydrofuran; at -20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.1c00060

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl (2S)-2-amino-3-hydroxypropanoate

N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-L-serine 1,1-dimethylethyl ester

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

Downstream raw materials:

Boc-Glo(ONp)-(OtBu)

C₂₉H₃₆ClNO₈

(2S)-tert-butyl 2-(tert-butoxycarbonylamino)-3-(4-oxo-4-phenylbutan-2-yloxy)propanoate

D-Serine

Refernces

• 1、 Nakamura, Sho,Sayama, Misa,Uwamizu, Akiharu,Jung, Sejin,Ikubo, Masaya,Otani, Yuko,Kano, Kuniyuki,Omi, Jumpei,Inoue, Asuka,Aoki, Junken,Ohwada, Tomohiko. "Non-naturally Occurring Regio Isomer of Lysophosphatidylserine Exhibits Potent Agonistic Activity toward G Protein-Coupled Receptors". . p. 9990 - 10029. Retrieved 2020/10/18.
• 2、 Hall, Colton,Wolfe, Hannah,Wells, Alyssa,Chien, Huan-Chieh,Colas, Claire,Schlessinger,Giacomini, Kathleen M.,Thomas, Allen A.. "L-Type amino acid transporter 1 activity of 1,2,3-triazolyl analogs of L-histidine and L-tryptophan". supporting information. p. 2254 - 2258. Retrieved 2019/06/27.