23089-56-7

Basic information

• Product Name: methyl 4-O-acetyl-3-(acetylamino)-2,3,6-trideoxyhexopyranoside
• CAS NO: 23089-56-7
• Molecular Formula: C₁₁H₁₉NO₅
• Molecular Weight: 245.2723
• Mol File: 23089-56-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 394.4°C at 760 mmHg
• Flash Point: 192.3°C
• Density: 1.14g/cm³
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Refractive Index: 1.47
• CAS DataBase Reference: methyl 4-O-acetyl-3-(acetylamino)-2,3,6-trideoxyhexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-O-acetyl-3-(acetylamino)-2,3,6-trideoxyhexopyranoside(23089-56-7)
• EPA Substance Registry System: methyl 4-O-acetyl-3-(acetylamino)-2,3,6-trideoxyhexopyranoside(23089-56-7)

Safety Data

• Hazardous Substances Data: 23089-56-7(Hazardous Substances Data)

Upstream product

• 142545-29-7 4(S)-(N-Benzyl-N-tert-butyloxycarbonyl)amino-6-benzyloxy-2,3-(2S,3S)-isopropylidenedioxyhexane 
• 142545-23-1 4(S)-(N-Benzyl-N-tert-butoxycarbonyl)amino-6-benzyloxy-1,2-2(S)-epoxy-3(S)-hydroxyhexane 
• 142545-32-2 Benzyl-[(1S,2S,3S)-1-(2-benzyloxy-ethyl)-2,3-dihydroxy-butyl]-carbamic acid tert-butyl ester 
• 142545-24-2 4(S)-(N-Benzyl-N-tert-butoxycarbonyl)amino-6-benzyloxy-3(R)-hydroxyhexene-1 
• 142545-30-0 4(S)-(N-tert-Butyloxycarbonyl)amino-6-hydroxy-2,3-(2S,3S)-isopropylidenedioxyhexane 
• 142545-31-1 [(S)-3-Oxo-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid tert-butyl ester 
• 108-24-7 acetic anhydride 
• 18977-92-9 (3S,4S)-4-Amino-6-methoxy-2-methyl-tetrahydro-pyran-3-ol 
• 83803-05-8 2,3,4,6-tetradeoxy-4',5'-dihydro-2-iodo-2'-trichloromethyl(methyl α-DL-altropyranosido)<3,4-d>oxazole 
• 83803-03-6 methyl 2,3,6-trideoxy-4-O-trichloroacetimidoyl-α-DL-threo-hex-2-enopyranoside 
• 83803-06-9 2,3,4,6-tetradeoxy-4',5'-dihydro-2'-trichloromethyl(methyl α-DL-lyxo-hexopyranosido)<3,4-d>oxazole 
• 33647-82-4 methyl 2,3,6-trideoxy-α-DL-glycero-hex-2-enopyranosid-4-ulose 
• 26922-36-1 methyl 2,3,6-trideoxy-α-DL-threo-hex-2-enopyranoside 
• 33647-67-5 1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran 

Downstream Products

• 17016-62-5 methyl-3-acetamido-2,3,6-tridesoxy-α-D-arabino-hexopyranoside 

Relevant articles and documents

The total synthesis of L-daunosamine

N,O-Dibenzyl-N-tert-butoxycarbonyl-L-homoserinal (7), obtained from L-aspartic acid, reacts with vinylmagnesium chloride to afford with high stereoselectivity compound 6 which is subsequently transformed into the derivative of L

SYNTHESIS OF (L)-DAUNOSAMINE AND RELATED AMINO SUGARS

1-(2-Furyl)ethanol (6) has been converted into methyl (+/-)-daunosaminide (1) and methyl (+/-)-ristosaminide (3) by use of an intramolecular cyclisation of a trichloroacetimidate group. (+/-)-Daunosamine (1) has been obtained more directly from the alcohol (10) by use of a modified Mitsunobu reaction; the scope of the latter reaction has been explored using cyclohex-2-en-1-ol as a model substrate.Asymmetric reduction of 2-acetylfuran (5) has given (S)-1-(2-furyl)ethanol (46) in good enantiomeric excess, thus providing a short route to the L-enantiomers of the amino sugars (1), (2), and (3) from a cheap, non-carbohydrate precursor.