2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid
• CAS No.: 169870-82-0
• Molecular Formula: C11 H21 N O4
• Molecular Weight: 231.292
• Hs Code.: 2924199090
• European Community (EC) Number: 825-875-3
• DSSTox Substance ID: DTXSID00937706
• Nikkaji Number: J3.409.954E
• Mol file: 169870-82-0.mol

Synonyms:2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid;169870-82-0;102185-35-3;Boc-Dl-Tle-Oh;N-Boc-t-butylglycine;boc-tbu-dl-gly-oh;boc-dl-tert-leucine;3,3-dimethyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic Acid;2-tert-butoxycarbonylamino-3,3-dimethyl-butyric acid;2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid;MFCD00057782;(R)-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid;2-[(TERT-BUTOXYCARBONYL)AMINO]-3,3-DIMETHYLBUTANOIC ACID;MFCD00065575;Boc-DL-alpha-tert-butyl-Gly-OH;boc-dl-(tbu)gly-oh;n-boc-tert-butylglycine;N-Boc-DL-tert-leucine;Valine, N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-;SCHEMBL90052;DL-Valine, N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-;DTXSID00937706;LRFZIPCTFBPFLX-UHFFFAOYSA-N;BCP14283;AKOS009158949;AB02627;AB02629;AS-10048;SY021490;SY110161;CS-0171674;FT-0640859;FT-0642475;FT-0643030;NS00005112;EN300-108892;2-tert.butoxycarbonylamino-3,3-dimetylbutyric acid;2-tert-butoxycarbonylamino-3,3-dimethylbutyric acid;N-[tert-Butoxy(hydroxy)methylidene]-3-methylvaline;2-tert.butoxycarbonylamino-3,3-dimethyl butyric acid;2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoicacid;2-(ter-butoxy carbonylamino)-3,3-dimethyl butanoic acid;3-Methyl-N-{[(2-methyl-2-propanyl)oxy]carbonyl}valine;2-{[(tert-butoxy)carbonyl]amino}-3,3-dimethylbutanoic acid;rac. 2-tert-butoxycarbonylamino-3,3-dimethyl-butyric acid;DL-2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.469
• Boiling Point: 322.446°C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 148.81°C
• PSA: 66.84000
• Density: 1.073g/cm³
• LogP: 2.10660
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 231.14705815
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

98%min ^*data from raw suppliers

N-boc-tert-Butylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)O)NC(=O)OC(C)(C)C

Technology Process of 2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic acid

There total 5 articles about 2-((tert-Butoxycarbonyl)amino)-3,3-dimethylbutanoic 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: 96.0%

→ 2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid (169870-82-0)

Guidance literature:

Reference yield: 94.0%

2-amino-3,3-dimethylbutanoic acid (33105-81-6) + di-tert-butyl dicarbonate (24424-99-5) → 2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid (169870-82-0)

Guidance literature:

With calcium hydroxide; In water; acetone; at 25 - 30 ℃; for 3h; pH=9; pH-value; Reagent/catalyst; Solvent; Green chemistry;

Reference yield:

racemic tert-butylglycine + di-tert-butyl dicarbonate (24424-99-5) → 2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoic acid (169870-82-0)

Guidance literature:

With 4-methyl-morpholine; In 1,4-dioxane; water;

upstream raw materials:

di-tert-butyl dicarbonate

2-amino-3,3-dimethylbutanoic acid

tert-butyl carbazate

trimethylpyruvic acid

Downstream raw materials:

(1R,2S,5S)-3-((S)-2-tert-Butoxycarbonylamino-3,3-dimethyl-butyryl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2-carboxylic acid methyl ester

benzyl ((S)-2-((tert-butoxycarbonyl)amino)-3,3-dimethylbutanoyl)-L-prolinate

C₁₈H₂₈N₂O₃

Refernces

• 1、 -. "PROCESS FOR THE PRODUCTION OF N-BOC-2-AMINO-3,3-DIMETHYLBUTYRIC ACID". Page/Page column 10. . Retrieved 2018/06/12.
• 2、 -. "HCV NS-3 serine protease inhibitors". . . Retrieved 2008/06/13.