Boc-L-valine

Base Information

• Chemical Name: Boc-L-valine
• CAS No.: 13734-41-3
• Deprecated CAS: 91602-34-5,253591-28-5
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.265
• Hs Code.: 2924 19 00
• European Community (EC) Number: 237-307-6
• UNII: 28R8GK7LBC
• DSSTox Substance ID: DTXSID50884635
• Nikkaji Number: J208.145H
• Wikidata: Q72450990
• Mol file: 13734-41-3.mol

Synonyms:13734-41-3;Boc-L-valine;Boc-Val-OH;N-(tert-Butoxycarbonyl)-L-valine;N-Boc-L-valine;tert-Butoxycarbonylvaline;(S)-2-(Boc-amino)-3-methylbutyric acid;Boc-L-Val-OH;Boc-valine;(S)-2-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acid;N-tert-Butyloxycarbonyl-L-valine;N-tert-Butoxycarbonyl-L-valine;L-Valine, N-[(1,1-dimethylethoxy)carbonyl]-;N-tert-Butoxycarbonylvaline;tert-Butoxycarbonyl-L-valine;MFCD00065605;(TERT-BUTOXYCARBONYL)-L-VALINE;28R8GK7LBC;N-(tert-butoxycarbonyl)valine;N-((1,1-Dimethylethoxy)carbonyl)-L-valine;valine, N-[(1,1-dimethylethoxy)carbonyl]-;Valine, N-carboxy-, N-tert-butyl ester, L-;(2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;EINECS 237-307-6;NSC 197197;(2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutanoic acid;EC 237-307-6;L-Valine, N-((1,1-dimethylethoxy)carbonyl)-;(S)-2-(tert-butoxycarbonylamino)-3-methylbutanoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylbutanoic acid;N-[(tert-butoxy)carbonyl]-L-valine;N-((tert-Butoxy)carbonyl)-L-valine;N-[(1,1-Dimethylethoxy)carbonyl]-L-valine;(2S)-2-[[(tert-butoxy)carbonyl]amino]-3-methylbutanoic acid;BocValOH;N-Boc valine;NSC-197197;Boc-ValOH;N-BOC-valine;N-t-boc-l-val;(s)-n-boc-valine;BOC-L-Valin;n-boc-(l)-valine;(S)-Boc-Valine;Boc-(L)-Valine;t-butoxycarbonylvaline;Boc-NH-Val-OH;N-Boc-Val-OH;N-t-butyloxycarbonyl-N-methyl-L-valine;Boc-(L)-Val;BOC-VAL;BOC-VALINE-OH;Boc-(L)-Val-OH;N-t-butoxycarbonylvaline;(S)-2-(BOC-AMINO)PENTANOIC ACID;t-butoxycarbonyl-L-valine;N-T-BOC-L-VALINE;UNII-28R8GK7LBC;N-t-butyloxycarbonyl-valine;t-butyloxycarbonyl-L-valine;SCHEMBL59323;N-t-butyloxycarbonyl-L-valine;Tert-butyloxycarbonyl-L-valine;N-(t-butoxycarbonyl)-L-valine;N-tert-butoxycarbonyl L-valine;(S)-N-tert-butoxycarbonylvaline;Tertiarybutyloxycarbonyl-L-valine;N-(tert -butoxycarbonyl)-valine;DTXSID50884635;N-(tert-butoxycarbony1)-L-valine;N-T-BUTOXYCARBONYL-L-VALINE;(2S)-2-{[(Tert-Butoxy)Carbonyl]Amino}-3-Methyl-Butanoic Acid;N-(tert-butyloxycarbonyl)-L-valine;N-tert-butyloxycarbonyl-(L)-valine;N-(tert-Butoxycarbonyl)-(L)-valine;AKOS005175164;AKOS015841611;AM82367;Boc-Val-OH, >=99.0% (T);CS-W002300;HY-W002300;AC-17119;AS-12728;BP-12966;BP-23488;N-ALPHA-T-BUTYLOXYCARBONYL-L-VALINE;A9890;B1333;EN300-52854;M03340;N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-valine;(2s)-tert-butoxycarbonylamino-3-methylbutyric acid;(S)-2-tertbutoxycarbonylamino-3-methylbutyric acid;(s)-2-tert-butoxycarbonylamino-3-methylbutyric acid;J-300295;Q-200740;(S)-2-(t-butoxycarbonylamino)-3-methylbutanoic acid;(S)-2-tert-butoxycarbonylamino-3-methyl-butyric acid;(S)-2-tert-butoxycarbonylamino-3-methylbutanoic acid;F0001-0471;Z756432558;(S)-2-((tert-butoxycarbonyl) amino)-3-methylbutanoic acid;(S)-2-[[(tert-butoxy)carbonyl]amino]-3-methylbutanoic acid;(2S)-2-[(1,1-dimethylethoxy)carbonylamino]-3-methylbutanoic acid

Chemical Property of Boc-L-valine

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 77-80 °C(lit.)
• Refractive Index: -6.5 ° (C=1, AcOH)
• Boiling Point: 341.8 °C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 160.5 °C
• PSA: 75.63000
• Density: 1.079 g/cm³
• LogP: 2.01120
• Storage Temp.: -20°C
• Solubility.: Chloroform, DMF, DMSO, Methanol
• Water Solubility.: insoluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• Uses: Boc-Vgl-OH is an important organic intermediate to synthetize substituted vinylglycine products. N-tert-butoxycarbonyl-L-proline is used in amino acid conjugates as proteasome inhibitors. N-Boc-L-valine is used in the multi-peptide synthesis and serves as the amino acid protection monomer.

Technology Process of Boc-L-valine

There total 61 articles about Boc-L-valine 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%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + di-tert-butyl dicarbonate (24424-99-5) → t-Boc-L-valine (13734-41-3)

Guidance literature:

With triethylamine; In 1,4-dioxane; water;

DOI:10.3987/com-02-s63

Reference yield: 99.0%

Boc-Val-NHNHPh (95499-91-5) → t-Boc-L-valine (13734-41-3)

Guidance literature:

With oxygen; In acetonitrile; for 16h; tyrosinase, phosphate buffer pH 7;

DOI:10.1016/S0040-4039(99)00549-3

Reference yield: 99.0%

Boc-Val-O-t-Bu (128359-98-8) → t-Boc-L-valine (13734-41-3)

Guidance literature:

With cerium(III) chloride; sodium iodide; In acetonitrile; for 6h; Heating;

DOI:10.1021/jo010010y

upstream raw materials:

2-iodo-propane

BOC-glycine

rac-tert-butyl (1-hydroxy-3-methylbutan-2-yl)carbamate

di-tert-butyl dicarbonate

Downstream raw materials:

Boc-N-Me-Val-OH

tert-butyl N-(1-methoxy-2-methylpropyl)carbamate

Tyr-Ala-Gly-Ala-Val-Val

(1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl (S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutanoate

Refernces

• 1、 Krishnan, Baiju P.,Rai, Rishika,Asokan, Aromal,Sureshan, Kana M.. "Crystal-to-Crystal Synthesis of Triazole-Linked Pseudo-proteins via Topochemical Azide-Alkyne Cycloaddition Reaction". . p. 14824 - 14827. Retrieved 2016.
• 2、 Chen, Jianxie,Corbin, Scott P.,Holman, Nicholas J.. "An improved large scale synthesis of the Schoellkopf chiral auxiliaries: (2R)-and (2S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine". . p. 185 - 187. Retrieved 2005.
• 3、 Maity, Sibaprasad,Kumar, Pankaj,Haldar, Debasish. "An amyloid-like fibril-forming supramolecular cross-β-structure of a model peptide: A crystallographic insight". . p. 3787 - 3791. Retrieved 2011.
• 4、 Adhikari, Bimalendu,Banerjee, Arindam. "Short-peptide-based hydrogel: A template for the in situ synthesis of fluorescent silver nanoclusters by using sunlight". . p. 13698 - 13705. Retrieved 2010.
• 5、 Nakajima, Daisuke,Sueyoshi, Kosuke,Orihara, Kensuke,Teruya, Toshiaki,Yokoshima, Satoshi. "Synthesis of Majusculamides A and B". . p. 924 - 927. Retrieved 2019.
• 6、 An, Yunfei,Fan, Haiyan,Han, Jun,Liu, Wenxia,Sun, Bin,Xie, Honglei. "Construction and activity evaluation of novel benzodioxane derivatives as dual-target antifungal inhibitors". . . Retrieved 2021/11/09.
• 7、 Landeros, José M.,Cruz-Hernández, Carlos,Juaristi, Eusebio. "α-Amino Acids and α,β-Dipeptides Intercalated into Hydrotalcite: Efficient Catalysts in the Asymmetric Michael Addition Reaction of Aldehydes to N-Substituted Maleimides". supporting information. p. 5117 - 5126. Retrieved 2021/09/13.