Boc-L-Valinal

Base Information

• Chemical Name: Boc-L-Valinal
• CAS No.: 79069-51-5
• Molecular Formula: C10H19NO3
• Molecular Weight: 201.266
• DSSTox Substance ID: DTXSID40426063
• Nikkaji Number: J593.053G
• Wikidata: Q82239048
• Pharos Ligand ID: C97SPCD5XSFK
• ChEMBL ID: CHEMBL92826
• Mol file: 79069-51-5.mol

Synonyms:boc-Val-CHO;N-Boc-valinal;SL-55-5;N-[(1,1-Dimethylethoxy)carbonyl]-L-valinal;N-Boc-L-valinal;Boc-valinal;Carbamic acid,[(1S)-1-formyl-2-methylpropyl]-,1,1-dimethylethyl ester;N-Boc-Val-H;N-tert-butoxycarbonyl-L-valinal;

Chemical Property of Boc-L-Valinal

Chemical Property:

• Vapor Pressure: 0.00433mmHg at 25°C
• Boiling Point: 278.2oC at 760 mmHg
• PKA: 11.34±0.46(Predicted)
• Flash Point: 122oC
• PSA: 55.40000
• Density: 0.986g/cm3
• LogP: 2.12550
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 201.13649347
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

98%min ^*data from raw suppliers

Tert_butyl(S)-1-Formyl-2-Methylpropylcarbamate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C=O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@@H](C=O)NC(=O)OC(C)(C)C

Technology Process of Boc-L-Valinal

There total 33 articles about Boc-L-Valinal 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%

tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate (87694-52-8) → (S)-N-tert-butoxycarbonylvalinal (79069-51-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01053

Reference yield: 95.0%

(S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol (79069-14-0) → (S)-N-tert-butoxycarbonylvalinal (79069-51-5)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00336a039

Reference yield: 91.0%

N-tert-butoxycarbonyl-L-valine methyl ester (58561-04-9) → (S)-N-tert-butoxycarbonylvalinal (79069-51-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃;

DOI:10.1039/c3cc47867j

upstream raw materials:

N-tert-butoxycarbonyl-L-valine methyl ester

tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate

(S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol

4-isopropyl-2,5-dioxo-oxazolidine-3-carboxylic acid-tert-butyl ester

Downstream raw materials:

(3S)-3-(tert-butoxycarbonylamino)-4-methyl-1-pentene

N-(2-Boc-amino-3-methylbutyliden)-L-phenylalanin-N-oxid-methylester

[(1S,2R,3R)-2-Hydroxy-1-isopropyl-3-methyl-4-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-4-oxo-butyl]-carbamic acid tert-butyl ester

(1-{hydroxy-[5-(4-methoxy-phenyl)-[1,3,4]oxadiazol-2-yl]-methyl}-2-methyl-propyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Ivkovic, Jakov,Jha, Shalinee,Lembacher-Fadum, Christian,Puschnig, Johannes,Kumar, Prashant,Reithofer, Viktoria,Gruber, Karl,Macheroux, Peter,Breinbauer, Rolf. "Efficient Entropy-Driven Inhibition of Dipeptidyl Peptidase III by Hydroxyethylene Transition-State Peptidomimetics". supporting information. p. 14108 - 14120. Retrieved 2021/09/09.
• 2、 -. "NEW DIFLUOROKETAMIDE DERIVATIVES AS HTRA1 INHIBITORS". Page/Page column 35. . Retrieved 2018/02/20.