75321-08-3 Usage
Description
(5R,6S)-3-[(Diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester is a complex organic compound with a unique chemical structure. It is characterized by its diphenoxyphosphinyl and hydroxyethyl groups, which contribute to its potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
(5R,6S)-3-[(Diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester is used as an intermediate in the synthesis of novel dithiocarbamate carbapenems. These carbapenems possess potent anti-MRSA (Methicillin-resistant Staphylococcus aureus) activity, making them valuable in the development of new antibiotics to combat drug-resistant bacterial infections.
Used in Chemical Research:
(5R,6S)-3-[(Diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (4-nitrophenyl)methyl ester can also be utilized in chemical research as a starting material or a building block for the synthesis of other complex organic molecules. Its unique structure and functional groups make it a promising candidate for further exploration and development in various chemical applications.
Check Digit Verification of cas no
The CAS Registry Mumber 75321-08-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,3,2 and 1 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 75321-08:
(7*7)+(6*5)+(5*3)+(4*2)+(3*1)+(2*0)+(1*8)=113
113 % 10 = 3
So 75321-08-3 is a valid CAS Registry Number.
InChI:InChI=1/C28H25N2O10P/c1-18(31)25-23-16-24(40-41(36,38-21-8-4-2-5-9-21)39-22-10-6-3-7-11-22)26(29(23)27(25)32)28(33)37-17-19-12-14-20(15-13-19)30(34)35/h2-15,18,23,25,31H,16-17H2,1H3/t18-,23-,25-/m1/s1
75321-08-3Relevant articles and documents
A catalytic asymmetric route to carbapenems
Bodner, Micah J.,Phelan, Ryan M.,Townsend, Craig A.
scheme or table, p. 3606 - 3609 (2011/03/17)
Image Presented Efficient syntheses of N-acetyl thienamycin and epithienamycin A in their readily deprotected form are reported where three contiguous stereocenters are established in a single catalytic asymmetric azetidinone-forming reaction. These examples are a template for synthesizing C-5/C-6 cis or trans carbapenems with independent control of the C-8 stereocenter. A library of oxidatively and sterochemically defined azetidinone precursors to a variety of naturally occurring carbapenems and potential biosynthetic intermediates has been prepared to facilitate studies of carbapenem antibiotic biosynthesis.
Stereoselective reactions. XX. Synthetic studies on optically active β-lactams. III. Stereocontrolled synthesis of chiral intermediate to (+)-thienamycin from D-glucose
Ikota,Yoshino,Koga
, p. 2201 - 2206 (2007/10/02)
A chiral key intermediate (19a) for the synthesis of (+)-thienamycin was synthesized starting from D-glucose. The enol ether 13, obtained from the ketone 11 by Horner-Wittig reaction, was transformed to the corresponding methyl ester 16 by pyridinium chlorochromate oxidation or by employing the Wacker process. The ester 16 was further converted to the β-lactam 19a, which is a useful chiral precursor to (+)-thienamycin.
A PRACTICAL SYNTHESIS OF (+/-)-THIENAMYCIN
Melillo, D.G.,Shinkai, I.,Liu, T.,Ryan, K.,Sletzinger, M.
, p. 2783 - 2786 (2007/10/02)
An efficient and operationally simply synthesis of (+/-)-thienamycin is described.