133565-43-2 Usage
Description
BOC-THR(BZL)-OL is a versatile chemical compound in the realm of organic chemistry, serving as an amino acid derivative of threonine with a benzyl ester and a Boc (tert-butyloxycarbonyl) protecting group. BOC-THR(BZL)-OL is characterized by its ability to act as a building block for the synthesis of peptides and other complex organic molecules, with the Boc protecting group temporarily shielding the amine group of threonine to facilitate selective chemical reactions and prevent side reactions. The benzyl ester group further enhances its utility in organic synthesis by allowing selective modifications for the creation of diverse molecules and drugs.
Uses
Used in Organic Synthesis:
BOC-THR(BZL)-OL is used as a building block for the synthesis of peptides and complex organic molecules, leveraging its unique structure and functional groups to facilitate the creation of a wide range of compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BOC-THR(BZL)-OL is utilized as a key intermediate in the development of various drugs, taking advantage of its reactivity and the protective nature of the Boc group to synthesize medicinally relevant molecules with precision.
Used in Research and Development:
BOC-THR(BZL)-OL serves as a valuable tool in research and development settings, where its selective reactivity and the ability to modify the benzyl ester group make it an ideal candidate for exploring new chemical pathways and synthesizing novel compounds for potential applications in various fields.
Check Digit Verification of cas no
The CAS Registry Mumber 133565-43-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,5,6 and 5 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 133565-43:
(8*1)+(7*3)+(6*3)+(5*5)+(4*6)+(3*5)+(2*4)+(1*3)=122
122 % 10 = 2
So 133565-43-2 is a valid CAS Registry Number.
InChI:InChI=1/C16H25NO4/c1-12(20-11-13-8-6-5-7-9-13)14(10-18)17-15(19)21-16(2,3)4/h5-9,12,14,18H,10-11H2,1-4H3,(H,17,19)/t12?,14-/m0/s1
133565-43-2Relevant articles and documents
Preparation of Protected Amino Aldehydes
Stanfield, C. Freeman,Parker, James E.,Kanellis, Panayiotis
, p. 4797 - 4798 (1981)
-
Hydrodehalogenation of alkyl iodides with base-mediated hydrogenation and catalytic transfer hydrogenation: Application to the asymmetric synthesis of N-protected α-methylamines
Mandal, Pijus K.,Birtwistle, J. Sanderson,McMurray, John S.
, p. 8422 - 8427 (2015/03/18)
We report a very mild synthesis of N-protected α-methylamines from the corresponding amino acids. Carboxyl groups of amino acids are reduced to iodomethyl groups via hydroxymethyl intermediates. Reductive deiodination to methyl groups is achieved by hydrogenation or catalytic transfer hydrogenation under alkaline conditions. Basic hydrodehalogenation is selective for the iodomethyl group over hydrogenolysis-labile protecting groups, such as benzyloxycarbonyl, benzyl ester, benzyl ether, and 9-fluorenyloxymethyl, thus allowing the conversion of virtually any protected amino acid into the corresponding N-protected α-methylamine.
An expedient route for the reduction of carboxylic acids to alcohols employing 1-propanephosphonic acid cyclic anhydride as acid activator
Nagendra,Madhu,Vishwanatha,Sureshbabu, Vommina V.
experimental part, p. 5059 - 5063 (2012/09/22)
A simple and efficient method for the synthesis of alcohols from the corresponding carboxylic acids is described. Activation of carboxylic acid with 1-propane phosphonic acid cyclic anhydride (T3P) and subsequent reduction of the intermediate phosphonic anhydride with NaBH4 yield the alcohol in excellent yields with good purity in less duration. Reduction of several alkyl/aryl carboxylic acids and Nα-protected amino acids/peptide acids as well as Nβ-protected amino acids was successfully carried out to obtain corresponding alcohols in good yields and the products characterized. The procedure is mild, safe, simple and the isolation of the products is easy.
