(S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid

Base Information

• Chemical Name: (S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid
• CAS No.: 179412-79-4
• Molecular Formula: C11H21 N O4
• Molecular Weight: 231.292
• European Community (EC) Number: 854-739-6
• Nikkaji Number: J1.942.366B
• Mol file: 179412-79-4.mol

Synonyms:179412-79-4;Boc-D-beta-homovaline;(S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid;(S)-3-tert-Butoxycarbonylamino-4-methyl-pentanoic acid;Boc-D-beta-Leucine;(3S)-4-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;Boc-D-beta-Leu-OH;MFCD01076234;BOC-D--LEU-OH;Boc-HoVal-OH;BOC-L--HOMOVALINE;SCHEMBL969077;AKOS025294753;DS-9869;AC-22101;Boc-D-beta-Leu-OH, >=98.0% (TLC);CS-0038510;EN300-816473;J-011448;(3S)-3-(tert-Butoxycarbonylamino)-4-methylpentanoic acid;(S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoicacid;(3S)-3-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoic acid;Pentanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-methyl-, (3S)-

Chemical Property of (S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid

Chemical Property:

• Melting Point: 69-71 °C
• Boiling Point: 360.4±25.0 °C(Predicted)
• PKA: 4.45±0.10(Predicted)
• Density: 1.061±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 231.14705815
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

98% ^*data from raw suppliers

Boc-D-β-Leu-OH ≥98.0% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid

There total 9 articles about (S)-3-((tert-Butoxycarbonyl)amino)-4-methylpentanoic acid 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%

methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-methylpentanoate (511550-54-2) → (S)-3-((tert-butoxycarbonyl)amino)-4-methylpentanoic acid (179412-79-4)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 18h;

DOI:10.1002/chem.201200313

Reference yield:

(S)-3-(N-tert-butoxycarbonylamine)-3-tert-butylpropanenitrile (1630982-18-1) → (S)-3-((tert-butoxycarbonyl)amino)-4-methylpentanoic acid (179412-79-4)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 90 ℃;

DOI:10.1021/ol5036547

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (3S)-3-amino-4-methylpentanoic acid → (S)-3-((tert-butoxycarbonyl)amino)-4-methylpentanoic acid (179412-79-4)

Guidance literature:

With dmap; In 1,4-dioxane; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2010.12.004

upstream raw materials:

methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-methylpentanoate

(S)-3-(tert-butoxycarbonylamino)-1-diazo-4-methylpentan-2-one

(S)-β³-homovalyl methyl ester

t-Boc-L-valine

Downstream raw materials:

(S)-3-Amino-4-methyl-pentanoic acid ethyl ester

N-carboxy-(S)-3-amino-4-methylpentanoic acid anhydride