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127995-29-3

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127995-29-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 127995-29-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,7,9,9 and 5 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 127995-29:
(8*1)+(7*2)+(6*7)+(5*9)+(4*9)+(3*5)+(2*2)+(1*9)=173
173 % 10 = 3
So 127995-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H15NO5/c9-1-3-5(11)7(13)6(12)4(2-10)8-3/h3-13H,1-2H2/t3-,4-,5-,6-/m1/s1

127995-29-3Upstream product

127995-29-3Downstream Products

127995-29-3Relevant articles and documents

Towards new antibiotics targeting bacterial transglycosylase: Synthesis of a Lipid II analog as stable transition-state mimic inhibitor

Wang, Xiaolei,Krasnova, Larissa,Wu, Kevin Binchia,Wu, Wei-Shen,Cheng, Ting-Jen,Wong, Chi-Huey

supporting information, p. 2708 - 2712 (2018/04/06)

Described here is the asymmetric synthesis of iminosugar 2b, a Lipid II analog, designed to mimic the transition state of transglycosylation catalyzed by the bacterial transglycosylase. The high density of functional groups, together with a rich stereochemistry, represents an extraordinary challenge for chemical synthesis. The key 2,6-anti- stereochemistry of the iminosugar ring was established through an iridium-catalyzed asymmetric allylic amination. The developed synthetic route is suitable for the synthesis of focused libraries to enable the structure–activity relationship study and late-stage modification of iminosugar scaffold with variable lipid, peptide and sugar substituents. Compound 2b showed 70% inhibition of transglycosylase from Acinetobacter baumannii, providing a basis for further improvement.

Intermediates for incorporation of tetrahydroxypipecolic acid analogues of α- and β-D-mannopyranose into combinatorial libraries: Unexpected nanomolar-range hexosaminidase inhibitors. Synthesis of α- and β- homomannojirimycin

Shilvock, John P.,Nash, Robert J.,Lloyd, Janet D.,Winters, Ana L.,Asano, Naoki,Fleet, George W. J.

, p. 3505 - 3516 (2007/10/03)

Homoazasugars have the distinction as a class of natural products in that most of them have been synthesised before they were isolated. Syntheses of α-1 and β-homomannojirimycin 2 rely on the stereoselective and chemoselective sodium cyanoborohydride reduction of a [2.2.2] bicyclic imino lactone (6) to give a single [2.2.2] bicyclic amino-lactone (7). Methanolysis of 7 under basic conditions is accompanied by efficient epimerisation of the first formed α-amino-ester (8) to the more stable β-amino-ester (9) in which the 2,6-substitutents are equatorial. Both 7 and 9 are suitable intermediates for the incorporation of tetrahydroxypipecolic acid derivatives into combinatorial libraries containing α- and β-C-glycosyl analogues of aza-D-mannopyranose, respectively. Methylamides derived from 7 and 9 are shown to be specific and potent inhibitors of two β-N-acetylglucosaminidases but have no effect on an α-N-acetylgalactosaminidase. The synthesis of α- 14 and β-17 manno-pipecolic acids is also reported.

Iminoheptitols as glycosidase inhibitors: Synthesis of α-homomannojirimycin, 6-epi-α-homomannojirimycin and of a highly substituted pipecolic acid

Bruce,Fleet,Di Belo,Winchester

, p. 10191 - 10200 (2007/10/02)

In a search for a mannopyranose analogue which inhibits α-mannosidases but not α-fucosidases, α-homonojirimycin was prepared; the syntheses of 6-epi-α-homonojirimycin and of 2,6-dideoxy-2,6-imino-L-glycero-D-talo-heptonic acid (a highly substituted pipecolic acid) are also reported.

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