Boc-L-beta-homoalanine

Base Information

• Chemical Name: Boc-L-beta-homoalanine
• CAS No.: 158851-30-0
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.238
• Hs Code.: 2924199090
• European Community (EC) Number: 863-141-4
• DSSTox Substance ID: DTXSID70420711
• Nikkaji Number: J969.920A
• Wikidata: Q72447901
• ChEMBL ID: CHEMBL1222400
• Mol file: 158851-30-0.mol

Synonyms:158851-30-0;Boc-L-beta-homoalanine;(S)-3-((tert-Butoxycarbonyl)amino)butanoic acid;Boc-|A-HoAla-OH;(S)-N-Boc-3-aminobutyric acid;(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, (3S)-;(3S)-3-{[(tert-butoxy)carbonyl]amino}butanoic acid;MFCD00270345;boc- -Homoalanine;Boc-L--homoalanine;Boc-l-b-homoalanine;Boc-L-beta-HAla-OH;Boc-Ala-(C#CH2)OH;Boc-L-I(2)-homoalanine;(S)-3-(tert-Butoxycarbonylamino)butanoic acid;Boc-L-3-Aminobutyric acid;SCHEMBL1372203;CHEMBL1222400;(S)-3-(Boc-amino)butyric acid;DTXSID70420711;PYNDHEONPQYIAN-LURJTMIESA-N;(s)-3-(n-boc-amino)butyric acid;AKOS015836598;AKOS015908744;AM84522;CS-W015456;AS-17622;Boc-beta-Homoala-OH, >=98.0% (TLC);(S)-3-(tert-Butoxycarbonylamino)butyric acid;EN300-140698;A809972;J-009664;W-200141;(3S)-3-(tert-butoxycarbonylamino)butanoic acid

Chemical Property of Boc-L-beta-homoalanine

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 1.69E-05mmHg at 25°C
• Melting Point: 99 °C
• Refractive Index: 1.46
• Boiling Point: 339.5 °C at 760 mmHg
• PKA: 4.43±0.10(Predicted)
• Flash Point: 159.1 °C
• PSA: 75.63000
• Density: 1.101g/cm³
• LogP: 1.76520
• Storage Temp.: Store at?0-5°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

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

Boc-β-Homoala-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](CC(=O)O)NC(=O)OC(C)(C)C
• Uses: (S)-3-(Boc-amino)butyric acid is used for the syntheses of aza-analogues of macrosphelides, synthesis of hybrid peptides with 12/10-helix, and in the synthesis of potentially pharmaceutically active products for the treatment of auto-immune and inflammatory diseases.

Technology Process of Boc-L-beta-homoalanine

There total 1 articles about Boc-L-beta-homoalanine 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:

[1-methyl-3-oxo-3-(2-oxo-pyrrolidin-1-yl)-propyl]-carbamic acid tert-butyl ester → (S)-3-tert-butoxycarbonylaminobutyric acid (158851-30-0) + (R)-3-((tert-butoxycarbonyl)amino)butanoic acid (159991-23-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; Title compound not separated from byproducts; Heating;

DOI:10.1002/1521-3773(20001016)39:20<3635::AID-ANIE3635>3.0.CO;2-Y

Reference yield: 100.0%

(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyl (2E,4R,5S)-5-hydroxy-4-(2-methoxyethoxy)methoxy-2-hexenoate (1335286-48-0) + (S)-3-tert-butoxycarbonylaminobutyric acid (158851-30-0) → (1S,2R,3E)-4-[(1S,2R)-2-tert-butyldiphenylsilyloxy-1-methyl-3-butenyloxy]-2-(methoxyethoxy)methoxy-1-methyl-3-butenyl (S)-3-tert-butoxycarbonylamino-butenoate (1335286-49-1)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2011.08.014

Reference yield: 99.0%

L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) + (S)-3-tert-butoxycarbonylaminobutyric acid (158851-30-0) → Boc-L-β-HoAla-L-Phe-O-t-Bu

Guidance literature:

With pentamethoxy tantalum; 1-(Trimethylsilyl)imidazole; In neat (no solvent); at 40 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b08415

Downstream raw materials:

(S)-methyl 3-(tert-butyloxycarbonylamino)butyrate

tert-butyl (1S)-1-methyl-4-diazo-3-oxobutylcarbamate

(S)-2-[((S)-3-tert-Butoxycarbonylamino-butyrylamino)-methyl]-4-methyl-pentanoic acid benzyl ester

Boc-S-β-HAla-Lys(Z)-OBn

Refernces