(R)-2-((tert-Butoxycarbonyl)amino)butanoic acid

Base Information

• Chemical Name: (R)-2-((tert-Butoxycarbonyl)amino)butanoic acid
• CAS No.: 45121-22-0
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.238
• Hs Code.: 2924190090
• European Community (EC) Number: 815-450-0
• DSSTox Substance ID: DTXSID40373149
• Nikkaji Number: J814.361G
• Wikidata: Q72447908
• Mol file: 45121-22-0.mol

Synonyms:45121-22-0;BOC-D-ABU-OH;(R)-2-((tert-Butoxycarbonyl)amino)butanoic acid;(R)-N-Boc-2-aminobutyric acid;(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;Butanoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2R)-;Boc-D-alpha-aminobutyric acid;Boc-D-a-aminobutyric acid;MFCD00270335;boc-D-abu-oh, AldrichCPR;BOC-D-ABU(2)-OH;(2R)-2-[(tert-butoxycarbonyl)amino]butanoic acid;(2R)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid;SCHEMBL1951491;DTXSID40373149;BOC-D-2-AMINOBUTYRIC ACID;PNFVIPIQXAIUAY-ZCFIWIBFSA-N;(R)-2-(BOC-amino)butanoic acid;BCP17073;AKOS015155839;AKOS015910186;CS-W022599;DS-14314;2(R)-(t-Butoxycarbonylamino)butanoic acid;(R)-2-(tert-butoxycarbonylamino)butanoic acid;EN300-94252;(2R)-2-(tert-butoxycarbonylamino)butanoic acid;(2R)-2-(tert-Butoxycarbonylamino)butyric acid;(2R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)butanoic acid;(2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)butanoic acid

Chemical Property of (R)-2-((tert-Butoxycarbonyl)amino)butanoic acid

Chemical Property:

• Boiling Point: 334.517 °C at 760 mmHg
• PKA: 4.00±0.10(Predicted)
• Flash Point: 156.11 °C
• PSA: 75.63000
• Density: 1.102 g/cm³
• LogP: 1.76520
• Storage Temp.: Store at RT.
• Solubility.: Soluble in DMF (1mmol in 1ml DMF).
• XLogP3: 1.5
• 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:

99% ^*data from raw suppliers

Boc-D-a-aminobutyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC[C@H](C(=O)O)NC(=O)OC(C)(C)C
• Uses: (R)-2-(Boc-amino)butyric acid is used in coupling reaction. Also used in preparation of dyes.

Technology Process of (R)-2-((tert-Butoxycarbonyl)amino)butanoic acid

There total 8 articles about (R)-2-((tert-Butoxycarbonyl)amino)butanoic 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%

di-tert-butyl dicarbonate (24424-99-5) + 2-aminobutanoic acid (2835-81-6) → N-(tert-butoxycarbonyl)-2(S)-aminobutyric acid (77284-64-1,34306-42-8,45121-22-0,52881-98-8)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; at 20 ℃;

Reference yield: 95.0%

(S,S)-pseudoephedrine N-Boc-2-D-aminobutyramide (185509-01-7) → Boc-D-Abu (45121-22-0) + Boc-Abu (34306-42-8)

Guidance literature:

With sodium hydroxide; In methanol; water; Yields of byproduct given. Title compound not separated from byproducts; Heating; other reagent, solvent;

DOI:10.1021/ja9624073

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (S,S)-pseudoephedrine D-2-aminobutyramide (170642-21-4) → pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + Boc-D-Abu (45121-22-0)

Guidance literature:

With sodium hydroxide; sodium hydrogencarbonate; Yield given. Multistep reaction; 1.) reflux, 2.) 1.5 h;

DOI:10.1021/ja00137a034

upstream raw materials:

di-tert-butyl dicarbonate

2-aminobutanoic acid

2-aminobutyric acid hydrochloride

N-Boc-D-ethynyl glycine

Downstream raw materials:

Boc-N-D-Abu-L-(Ph)Sec-Sar-OEt

C₂₃H₂₈N₄O₄

methyl N-(tert-butoxycarbonyl)-2-aminobutyrate

Boc-Abu

Refernces

• 1、 Bahn, Yong-Sun,Cheong, Eunji,Choi, Ji Won,Jang, Bo Ko,Kim, Dahee,Kim, Hyeon Jeong,Kim, Hyeon Ji,Kim, Siwon,Lee, Dong-Gi,Lee, Jong-Seung,Lee, Kyung-Tae,Lee, Myung Ha,Lee, Ye Rim,Park, Jong-Hyun,Park, Ki Duk,Park, Sun Jun,Seo, Kyung Jin,Yeon, Seul Ki. "Optimization and Evaluation of Novel Antifungal Agents for the Treatment of Fungal Infection". supporting information. p. 15912 - 15935. Retrieved 2021/11/10.
• 2、 -. "HETEROARYL DERIVATIVE OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSTION FOR PREVENTING OR TREATING DISEASES ASSOCIATED WITH PI3 KINASES, CONTAINING SAME AS ACTIVE INGREDIENT". Paragraph 0553-0556. . Retrieved 2018/04/26.