94668-55-0 Usage
Description
(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM, also known as (R)-(-)-(2-Butenoyl)-2,10-camphorsultam, is a chiral compound derived from the bornane family of organic compounds. It features a unique structure with a crotonyl group and a sultam moiety, which contribute to its distinct chemical properties and potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM is used as a key intermediate in the asymmetric total synthesis of lycopodine. (N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM plays a crucial role in the development of pharmaceuticals, particularly in the synthesis of complex organic molecules with potential therapeutic applications.
Used in Organic Chemistry:
(N-CROTONYL)-(2R)-BORNANE-10,2-SULTAM is used as a precursor to prepare (S)-4,4-dichloro-3-methylbutanoic acid. This acid is an essential intermediate for the total synthesis of dysideaproline E, a compound with potential applications in the development of new drugs and pharmaceutical agents.
Check Digit Verification of cas no
The CAS Registry Mumber 94668-55-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,4,6,6 and 8 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 94668-55:
(7*9)+(6*4)+(5*6)+(4*6)+(3*8)+(2*5)+(1*5)=180
180 % 10 = 0
So 94668-55-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H21NO3S/c1-4-5-12(16)15-11-8-10-6-7-14(11,13(10,2)3)9-19(15,17)18/h4-5,10-11H,6-9H2,1-3H3/b5-4+/t10-,11+,14-/m1/s1
94668-55-0Relevant articles and documents
A Total Synthesis of Salinosporamide A
Marx, Léo B.,Burton, Jonathan W.
supporting information, p. 6747 - 6754 (2018/05/14)
Salinosporamide A is a β-lactone proteasome inhibitor currently in clinical trials for the treatment of multiple-myeloma. Herein we report a short synthesis of this small, highly functionalized, biologically important natural product that uses an oxidative radical cyclization as a key step and allows for the preparation of gram quantities of advanced synthetic intermediates.
Progress toward the total synthesis of callipeltin A (I): Asymmetric synthesis of (3S,4R)-3,4-dimethylglutamine
Liang, Bo,Carroll, Patrick J.,Joullie, Madeleine M.
, p. 4157 - 4160 (2007/10/03)
(equation presented) During the total synthesis of the novel cyclic depsipeptide callipeltin A (1), the unit (3S,4R)-3,4-dimethylglutamine, was successfully synthesized by asymmetric Michael addition and subsequent electrophilic azidation. The key feature of this approach is the generation of three adjacent stereogenic centers using the same camphorsultam chiral auxiliary.
Ruthenium catalyzed asymmetric dihydroxylation with sultams as chiral auxiliaries
Lee, Albert W.M.,Chan,Yuen,Xia,Wong
, p. 1421 - 1424 (2007/10/03)
Ruthenium catalyzed asymmetric dihydroxylations of α,β-unsaturated carbonyl compounds with sultams 4, 5 and 6 as chiral auxiliaries are reported.
