(S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid

Base Information

• Chemical Name: (S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid
• CAS No.: 245323-45-9
• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.309
• DSSTox Substance ID: DTXSID80447772
• Wikidata: Q82266659
• Mol file: 245323-45-9.mol

Synonyms:245323-45-9;(S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid;CBZ-L-BETA-HOMOVALINE;(3S)-4-methyl-3-(phenylmethoxycarbonylamino)pentanoic acid;MFCD06223041;SCHEMBL9749127;DTXSID80447772;VJA32345;Pentanoic acid, 4-methyl-3-[[(phenylmethoxy)carbonyl]amino]-, (3S)-;AS-37869;CS-0095470;EN300-816823;A919285;(S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoicacid;(3S)-3-{[(benzyloxy)carbonyl]amino}-4-methylpentanoic acid

Chemical Property of (S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 298

Purity/Quality:

97% ^*data from raw suppliers

(S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CC(=O)O)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC(C)[C@H](CC(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of (S)-3-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid

There total 7 articles about (S)-3-(((Benzyloxy)carbonyl)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: 91.0%

tert-butyl (3S)-N-(benzyloxycarbonyl)-3-amino-4-methylpentanoate (245323-40-4) → (3S)-N-(benzyloxycarbonyl)-3-amino-4-methylpentanoic acid (245323-45-9)

Guidance literature:

With dimethylsulfide; In dichloromethane; trifluoroacetic acid; at 20 ℃; for 3.5h;

DOI:10.1021/jo990756k

Reference yield: 82.0%

1-diazo-2-oxo-(3R)-3-benzyloxycarbonylamino-4-methylpentane (28094-73-7) → (3S)-N-(benzyloxycarbonyl)-3-amino-4-methylpentanoic acid (245323-45-9)

Guidance literature:

With silver benzoate; In 1,4-dioxane; water; microwave irradiation;

Reference yield:

2-(R-1-benzyloxycarbonylamino-2-methylpropyl)malonic acid dimethyl ester (948853-25-6) → (3S)-N-(benzyloxycarbonyl)-3-amino-4-methylpentanoic acid (245323-45-9)

Guidance literature:

2-(R-1-benzyloxycarbonylamino-2-methylpropyl)malonic acid dimethyl ester; With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

In toluene; for 2.5h; Further stages.; Heating;

DOI:10.1002/chem.200700908

upstream raw materials:

tert-butyl (3S)-N-(benzyloxycarbonyl)-3-amino-4-methylpentanoate

1-diazo-2-oxo-(3R)-3-benzyloxycarbonylamino-4-methylpentane

benzyl (S)-(1-diazo-4-methyl-2-oxopentan-3-yl)carbamate

2-(R-1-benzyloxycarbonylamino-2-methylpropyl)malonic acid dimethyl ester

Downstream raw materials:

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

(S)-3-Benzyloxycarbonylamino-4-methyl-pentanoic acid methyl ester