Boc-beta-Ala-OH

Base Information

• Chemical Name: Boc-beta-Ala-OH
• CAS No.: 3303-84-2
• Molecular Formula: C8H15NO4
• Molecular Weight: 189.211
• Hs Code.: 29241990
• European Community (EC) Number: 221-979-2
• DSSTox Substance ID: DTXSID60186697
• Nikkaji Number: J262.403F
• Wikidata: Q72447744
• Mol file: 3303-84-2.mol

Synonyms:3303-84-2;Boc-beta-Ala-OH;Boc-beta-alanine;N-Boc-beta-alanine;Boc-|A-Ala-OH;3-((TERT-BUTOXYCARBONYL)AMINO)PROPANOIC ACID;Boc-b-Ala-OH;3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;N-(tert-butoxycarbonyl)-beta-alanine;boc-beta-ala;MFCD00037291;3-tert-Butoxycarbonylaminopropionic acid;N-t-BOC-beta-ALANINE;3-(tert-butoxycarbonylamino)propanoic acid;n-t-butyloxycarbonyl-beta-alanine;N-((1,1-Dimethylethoxy)carbonyl)-beta-alanine;n-tert-butoxycarbonyl-beta-alanine;EINECS 221-979-2;3-[(tert-butoxycarbonyl)amino]propanoic acid;N-[(1,1-DIMETHYLETHOXY)CARBONYL]-BETA-ALANINE;BocbetaAla;Boc-betaAla;Boc-betaAla-OH;N-BOC-b-alanine;Boc-beta -Ala-OH;N-BOC beta-alanine;Boc-A-Ala-OH;N-Boc-beta-Ala-OH;N-Boc- beta -alanine;BETA-ALANINE,TERT.BUTYLOXYCARBONYL;Boc-I(2)-Ala-OH;3-BOC-aminopropanoic acid;3-{[(tert-butoxy)carbonyl]amino}propanoic acid;N-boc-3-aminopropanoic acid;SCHEMBL156911;t-Butoxycarbonyl -beta-alanine;DTXSID60186697;N-t-butyloxycarbonyl beta-alanine;N-(t-butoxycarbonyl)-beta-alanine;N-tert.butoxycarbonyl-beta-alanine;N-tert.-butoxycarbonyl-beta-alanine;N-(t-butyloxycarbonyl)-beta-alanine;STL122947;N-tert.-butyloxycarbonyl beta-alanine;AKOS000199465;AKOS032949933;AB01646;AC-7040;CS-W015947;HY-W015231;N-T-BUTOXYCARBONYL-BETA-ALANINE;3-(t-butoxycarbonylamino)propanoic acid;3-(t-Butoxycarbonylamino)propionic acid;3-(t-Butoxycarbonylamino)propionic-acid;3-tert-butoxycarbonylaminopropanoic acid;3-tert-butoxycarbonylamino-propionic acid;Boc-beta-Ala-OH, >=99.0% (TLC);BP-13388;BP-28247;DS-13911;SY003943;3-(tert-butoxycarbonylamino)propionic acid;N-[(1,1-Dimethylethoxy)carbonyl]-alanine;3-(tert-butoxycarbonyl-amino)propanoic acid;3-(N-tert-butoxycarbonylamino)propionic acid;B2176;FT-0623152;3-((tert-butoxycarbonyl)amino)-propanoic acid;EN300-18940;W16678;N-{[(1,1-dimethylethyl)oxy]carbonyl}-b-alanine;beta-alanine, N-[(1,1-dimethylethoxy)carbonyl]-;.beta.-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-;J-300317;N-{[(1,1-dimethylethyl)oxy]carbonyl}-beta-alanine;Q-200738;Z99599240

Chemical Property of Boc-beta-Ala-OH

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.53E-05mmHg at 25°C
• Melting Point: 76-78 °C
• Boiling Point: 333.9 °C at 760 mmHg
• PKA: 4.46±0.10(Predicted)
• Flash Point: 155.7 °C
• PSA: 75.63000
• Density: 1.129 g/cm³
• LogP: 1.37670
• Storage Temp.: Store at 0°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 189.10010796
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

Boc-beta-Ala-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCC(=O)O
• Description: Boc-beta-Ala-OH is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The compound can be used as a PROTAC linker in the synthesis of PROTACs. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.
• Uses: Boc-?β-?Ala-?OH is a reagent used in the synthesis of quinazolines as platelet aggregation inhibitors and ligands of integrin.

Technology Process of Boc-beta-Ala-OH

There total 32 articles about Boc-beta-Ala-OH 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) + 3-amino propanoic acid (107-95-9) → 3-(tert-butyloxycarbonylamino)propionic acid (3303-84-2)

Guidance literature:

With sodium hydroxide; In water; tert-butyl alcohol; at 20 ℃;

Reference yield: 100.0%

C25H30N2O6 → 3-(tert-butyloxycarbonylamino)propionic acid (3303-84-2) + (S)-4-(4-(benzyloxy)benzyl)oxazolidin-2-one (170438-03-6)

Guidance literature:

With 5-hydroperoxo-1-methyl-2-pyrrolidinone; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201501929

Reference yield: 99.0%

prop-2-yn-1-yl 3-((tert-butoxycarbonyl)amino)propanoate → 3-(tert-butyloxycarbonylamino)propionic acid (3303-84-2)

Guidance literature:

With dicobalt octacarbonyl; trifluoroacetic acid; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02555-6

upstream raw materials:

succinic acid anhydride

tert-butyl alcohol

t-butylpentachlorophenyl carbonate

sodium β-alaninate

Downstream raw materials:

benzyl (2R)-2-(3-tert-butoxycarbonylaminopropionyloxy)-4-methylpentanoate

(2-hydrazinocarbonyl-ethyl)-carbamic acid tert-butyl ester

benzyl 3-(t-butoxycarbonylamino)propanohydroxamate

(Z)-3-phenylprop-2-enyl 3-(tert-butoxycarbonylamino)propanoate

Refernces

• 1、 Kumar, Pratik,Jiang, Ting,Li, Sining,Zainul, Omar,Laughlin, Scott T.. "Caged cyclopropenes for controlling bioorthogonal reactivity". . p. 4081 - 4085. Retrieved 2018.
• 2、 Malik, Sudip,Maji, Samir K.,Banerjee, Arindam,Nandi, Arun K.. "A synthetic tripeptide as organogelator: Elucidation of gelation mechanism". . p. 1177 - 1186. Retrieved 2002.
• 3、 Zhang, Mingming,Sun, Shengtong,Yu, Xudong,Cao, Xinhua,Zou, Ying,Yi, Tao. "Formation of a large-scale ordered honeycomb pattern by an organogelator via a self-assembly process". . p. 3553 - 3555. Retrieved 2010.
• 4、 Deng, Xuemei,Feng, Hanzhong,Feng, Yiyue,He, Yongxing,Jiang, Weifan,Li, Junfang,Li, Zhao,Liu, Dan,Lu, Yingmei,Shi, Tao,Wang, Zhen,Zhang, Honghua,Zhang, Jian. "Design, synthesis and biological evaluation of novel o-aminobenzamide derivatives as potential anti-gastric cancer agents in vitro and in vivo". . . Retrieved 2021/10/12.
• 5、 Agasti, Sarit S.,Das, Angshuman,George, Subi J.,Sarkar, Aritra,Sasmal, Ranjan,Venugopal, Akhil. "Tricomponent Supramolecular Multiblock Copolymers with Tunable Composition via Sequential Seeded Growth". supporting information. p. 18209 - 18216. Retrieved 2021/07/10.