Boc-Aib-OH

Base Information

• Chemical Name: Boc-Aib-OH
• CAS No.: 30992-29-1
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.238
• Hs Code.: 29241990
• European Community (EC) Number: 250-421-0
• DSSTox Substance ID: DTXSID40184979
• Nikkaji Number: J287.423G
• Wikidata: Q72449901
• Mol file: 30992-29-1.mol

Synonyms:Boc-Aib-OH;Alanine,N-carboxy-2-methyl-, N-tert-butyl ester (8CI);2-(tert-Butoxycarbonylamino)isobutyric acid;2-[(tert-Butoxycarbonyl)amino]-2-methylpropionic acid;N-(tert-Butoxycarbonyl)-2,2-dimethylglycine;N-(tert-Butyloxycarbonyl)-2-aminoisobutyric acid;N-BOC-a-methylalanine;N-tert-Butoxycarbonyl-2-aminoisobutyric acid;N-tert-Butoxycarbonyl-a-aminoisobutyric acid;

Chemical Property of Boc-Aib-OH

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 3.97E-05mmHg at 25°C
• Melting Point: 118-122 °C
• Refractive Index: 1.4315 (estimate)
• Boiling Point: 327.625 °C at 760 mmHg
• PKA: 4.11±0.10(Predicted)
• Flash Point: 151.943 °C
• PSA: 75.63000
• Density: 1.104 g/cm³
• LogP: 1.76520
• Storage Temp.: 0-6°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Boc-α-Methylalanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C)(C)C(=O)O
• Uses: Boc-α-Methylalanine is used as a catalyst in the preparation of 2-benzopyranone derivatives (isocoumarin) as well as arylbenzeneacetic acids.

Technology Process of Boc-Aib-OH

There total 18 articles about Boc-Aib-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: 99.0%

N-(tert-butoxycarbonyl)-α-methylalanine methyl ester (84758-55-4) → Boc-Aib-OH (30992-29-1)

Guidance literature:

N-(tert-butoxycarbonyl)-α-methylalanine methyl ester; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

Reference yield: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-Aminoisobutyric acid (62-57-7) → Boc-Aib-OH (30992-29-1)

Guidance literature:

With sodium hydroxide; triethylamine; In 1,4-dioxane; for 40h; Ambient temperature;

DOI:10.1246/bcsj.60.1391

Reference yield: 95.0%

tert-butoxycarbonylamino-2-methyl-propionic acid benzyl ester (84758-57-6) → Boc-Aib-OH (30992-29-1)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/0040-4020(82)85164-8

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

2-Aminoisobutyric acid

N-(tert-butoxycarbonyl)-α-methylalanine methyl ester

ethyl 2-((tert-butoxycarbonyl)amino)-2-methylpropanoate

Downstream raw materials:

Boc-Aib-Pro-OBzl

Boc-Aib-L-Glu(OBzl)-Gln-OMe

C₃₅H₄₀N₆O₃

C₃₉H₄₅N₇O₃

Refernces

• 1、 Majia, Samir Kumar,Haldar, Debasish,Bhattacharyya, Dhananjay,Banerjee, Arindam. "Conformational heterogeneity of a turn mimetic pseudo-peptide: Comparison of crystal state, solution and theoretically derived structures". . p. 111 - 123. Retrieved 2003.
• 2、 Dangi, Abha,Marelli, Udaya Kiran,Meena, Chhuttan L.,Reichart, Florian,Sanjayan, Gangadhar J.,Singh, Dharmendra,Zahler, Stefan,Weinmüller, Michael. "Novel cilengitide-based cyclic RGD peptides as αvβ3 integrin inhibitors". supporting information. . Retrieved 2020/02/28.
• 3、 Torres-Ochoa, Rubén O.,Buyck, Thomas,Wang, Qian,Zhu, Jieping. "Heteroannulation of Arynes with α-Amino Imides: Synthesis of 2,2-Disubstituted Indolin-3-ones and Application to the Enantioselective Total Synthesis of (+)-Hinckdentine A". supporting information. p. 5679 - 5683. Retrieved 2018/04/26.