706806-60-2 Usage
General Description
BOC-(R)-alpha-benzyl-proline is a chemical compound with the molecular formula C18H23NO4. It is a derivative of proline, an amino acid commonly found in proteins. BOC-(R)-ALPHA-BENZYL-PROLINE is often used in organic synthesis as a chiral building block, particularly in the production of pharmaceuticals and biologically active molecules. The BOC group, which stands for tert-butoxycarbonyl, is a protecting group commonly used in organic synthesis to temporarily mask reactive functional groups. The alpha-benzyl-proline moiety in this compound imparts a specific three-dimensional shape to the molecule, making it useful for creating stereochemically complex molecules. BOC-(R)-alpha-benzyl-proline is known for its role in asymmetric synthesis, where it is used to introduce chirality into molecules, enabling the production of enantiomerically pure compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 706806-60-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 7,0,6,8,0 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 706806-60:
(8*7)+(7*0)+(6*6)+(5*8)+(4*0)+(3*6)+(2*6)+(1*0)=162
162 % 10 = 2
So 706806-60-2 is a valid CAS Registry Number.
InChI:InChI=1/C17H23NO4/c1-16(2,3)22-15(21)18-11-7-10-17(18,14(19)20)12-13-8-5-4-6-9-13/h4-6,8-9H,7,10-12H2,1-3H3,(H,19,20)/t17-/m1/s1
706806-60-2Relevant articles and documents
Palladium-Catalyzed Enantioselective C(sp3)-H Arylation of 2-Propyl Azaaryls Enabled by an Amino Acid Ligand
Antilla, Jon C.,Jing, Hua-Qing,Kuninobu, Yoichiro,Li, Hong-Liang,Yang, Deng-Feng
, p. 1286 - 1291 (2022/02/25)
A palladium(II)-catalyzed enantioselective arylation of unbiased secondary C(sp3)-H bonds was developed. The enantioselectivity was controlled by the combination of a pyridyl or isoquinolinyl directing group and an amino acid, N-Boc-2-pentyl proline. A variety of 2-propyl azaaryls and biaryl iodides were employed to provide arylated products in moderate to good yields (up to 82%) with high enantioselectivities (up to 93:7 er). This reaction is a rare example of an amino-acid-enabled enantioselective acyclic methylene C(sp3)-H arylation. Furthermore, the reaction proceeded with high enantioselectivity even on a gram scale, and the product was transformed to a 5,6,7,8-tetrahydroisoquinoline bioactive molecule. Kinetic isotope effect (KIE) experiments indicated that C-H activation is the rate-determining step for the enantioselective C(sp3)-H arylation.
Heteroaryl pyrrolidinyl and piperidinyl ketone derivatives and uses thereof
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Page/Page column 95-96, (2008/12/06)
Compounds of the formula: or pharmaceutically acceptable salts thereof, wherein m, n, Ar, R1, R2, Ra and Rb are defined herein. Also provided are pharmaceutical compositions, methods of using, and methods of pre