3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid

Base Information

• Chemical Name: 3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid
• CAS No.: 51219-55-7
• Molecular Formula: C13H17NO4
• Molecular Weight: 251.282
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00561606
• Nikkaji Number: J2.273.206D
• Wikidata: Q82445446
• Mol file: 51219-55-7.mol

Synonyms:51219-55-7;3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid;3-{[(benzyloxy)carbonyl]amino}-3-methylbutanoic acid;3-(benzyloxycarbonylamino)-3-methylbutanoic acid;3-methyl-3-(phenylmethoxycarbonylamino)butanoic acid;N-Cbz-3-amino-3-methylbutanoic acid;SCHEMBL847723;3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoicacid;DTXSID00561606;LVFPDQUAUOUBPO-UHFFFAOYSA-N;BCA21955;AKOS013998486;CS-0308372;3-benzyloxycarbonylamino-3-methyl-butyric acid;3-Benzyloxycarbonylamino-3-methylbutanoic acid;EN300-117755;F79608;A871343;Z1238842783

Chemical Property of 3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid

Chemical Property:

• PSA: 79.12000
• LogP: 2.37050
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 251.11575802
• Heavy Atom Count: 18
• Complexity: 295

Purity/Quality:

98.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CC(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of 3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid

There total 12 articles about 3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic 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: 99.0%

3-[Benzyloxycarbonylamino]-3-methylbutanoic acid,methyl ester (128182-82-1) → 3-(benzyloxycarbonylamino)-3-methylbutanoic acid (51219-55-7)

Guidance literature:

With sodium hydroxide; In methanol; for 16h; Ambient temperature;

DOI:10.1021/jm970816j

Reference yield: 84.0%

3-amino-3-methylbutanoic acid (625-05-8) + benzyl chloroformate (501-53-1,94274-21-2) → 3-(benzyloxycarbonylamino)-3-methylbutanoic acid (51219-55-7)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

Reference yield: 65.7%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + 3-amino-3-methylbutanoic acid (625-05-8) → 3-(benzyloxycarbonylamino)-3-methylbutanoic acid (51219-55-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; for 17.5h;

upstream raw materials:

3-amino-3-methylbutanoic acid

benzyl chloroformate

3-[Benzyloxycarbonylamino]-3-methylbutanoic acid,methyl ester

N-(benzyloxycarbonyl)succinimide

Downstream raw materials:

2-(acetylthio)ethyl 3-(benzyloxycarbonylamino)-3-methylbutanoate

C₁₃H₁₈N₂O₃

2-(3-(benzyloxycarbonylamino)-3-methylbutanoyloxy)ethanesulfonic acid

benzyl 4,6-dihydroxy-2-methylhexan-2-ylcarbamate

Refernces

• 1、 Inoue, Kazuya,Nakamura, Noriaki,Ojida, Akio,Uchinomiya, Shohei. "Trimethyl-substituted carbamate as a versatile self-immolative linker for fluorescence detection of enzyme reactions". supporting information. . Retrieved 2020/05/25.
• 2、 Francavilla, Charles,Low, Eddy,Nair, Satheesh,Kim, Bum,Shiau, Timothy P.,Debabov, Dmitri,Celeri, Chris,Alvarez, Nichole,Houchin, Ashley,Xu, Ping,Najafi, Ron,Jain, Rakesh. "Quaternary ammonium N,N-dichloroamines as topical, antimicrobial agents". scheme or table. p. 2731 - 2734. Retrieved 2010/03/03.