603130-12-7

Basic information

• Product Name: 1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-diMethylethoxy)carbonyl]aMino]-D-erythrohexitol
• Synonyms: 1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-diMethylethoxy)carbonyl]aMino]-D-erythrohexitol;tert-Butyl (6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate;tert-butyl N-[(3R,6S)-6-(hydroxymethyl)oxan-3-yl]carbamate;tert-Butyl ((3R,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)carbamate;D-erythro-Hexitol, 1,5-anhydro-2,3,4-trideoxy-2-[[(1,1-dimethylethoxy)carbonyl]amino]-
• CAS NO: 603130-12-7
• Molecular Formula: C₁₁H₂₁NO₄
• Molecular Weight: 231.29
• Product Categories: Heterocycles, Miscellaneous Reagents
• Mol File: 603130-12-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 365.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.99±0.40(Predicted)
• CAS DataBase Reference: 1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-diMethylethoxy)carbonyl]aMino]-D-erythrohexitol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-diMethylethoxy)carbonyl]aMino]-D-erythrohexitol(603130-12-7)
• EPA Substance Registry System: 1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-diMethylethoxy)carbonyl]aMino]-D-erythrohexitol(603130-12-7)

Safety Data

• Hazardous Substances Data: 603130-12-7(Hazardous Substances Data)

Usage

Uses

1,5-Anhydro-2,3,4-trideoxy-2-[[(1,1-dimethylethoxy)carbonyl]amino]-D-erythrohexitol acts as a reagent in the preparation of topoisomerase inhibitors with potent anti-gram-positive activity. Used in the formation of dipeptide isoteres.

Upstream product

• 881656-86-6 tert-butyl ((3R,6S)-6-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-yl)carbamate 
• 2873-29-2 D-glucal triacetate 
• 199801-81-5 N-((3R,6S)-6-(((tert-butyldimethylsilyl)oxy)methyl)-3,6-dihydro-2H-pyran-3-yl)-2,2,2-trichloroacetamide 
• 199801-85-9 O-[(2R,3S)-2-(tert-butyldimethylsilyloxymethyl)-3,6-dihydro-2H-pyran-3-yl]trichloroethanecarboximidate 
• 132375-36-1 6-O-(tert-butyldimethylsilyl)-1,5-anhydro-2,3-dideoxy-D-erythro-hex-2-enitol 
• 149342-25-6 ((2R,3S)-3-acetoxy-3,6-dihydro-2H-pyran-2-yl)methyl acetate 
• 125901-90-8 (2R,3S)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol 
• 603130-11-6 (2S,5R)-5-[(tert-butoxycarbonyl)amino]-2-[(tert-butyldimethylsilanyloxy)methyl]-2,5-dihydro-6H-pyran 

Downstream Products

• 749175-42-6 (2S,5R)-5-Amino-tetrahydro-pyran-2-carboxylic acid 
• 881657-49-4 tert-butyl ((3R,6S)-6-(((1-phenyl-1H-tetrazol-5-yl)sulfonyl)-methyl)tetrahydro-2H-pyran-3-yl)carbamate 
• 881657-48-3 tert-butyl ((3R,6S)-6-(((1-phenyl-1H-tetrazol-5-yl)thio)methyl)-tetrahydro-2H-pyran-3-yl)carbamate 
• 1292819-37-4 benzyl ((3R,6S)-6-(2-(3-fluoro-6-methoxy-1,5-naphthyridin-4-yl)acetyl)tetrahydro-2H-pyran-3-yl)carbamate 
• 881657-29-0 1,5-Anhydro-2-{[(benzyloxy)carbonyl]amino}-2,3,4-trideoxy-D-erythro-hexitol 
• 950512-61-5 toluene-4-sulfonic acid (2S,5R)-5-tert-butoxycarbonylamino-tetrahydro-pyran-2-ylmethyl ester 
• 603130-13-8 (2S,5R)-5-((tert-butoxycarbonyl)amino)tetrahydro-2H-pyran-2-carboxylic acid 

Relevant articles and documents

3-AMINO-6-(1-AMINO-ETHYL)-TETRAHYDROPYRAN DERIVATIVES

The invention relates to antibacterial compounds of formula I wherein R1 represents halogen or alkoxy; U and W each represent N, V represents CH and R2 represents H or F, or U and V each represent CH, W represents N and R2

Synthesis of novel tetrahydropyran-based dipeptide isosters by overman rearrangement of 2,3-didehydroglycosides

Differently functionalized tetrahydropyran-based dipeptide isosters have been efficiently synthesized from 3,4,6-tri-Oacetyl-D-glucal. Analogues of the hsp65 p2-13 epitope of Mycobacterium tuberculosis and Mycobacterium leprae were prepared by replacement of the Ala-Tyr or Glu-Glu moiety in the native dodecapeptide with the prepared dipeptide isosters. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).