54621-94-2

Basic information

• Product Name: 3,4-DI-O-ACETYL-L-FUCAL,
• Synonyms: 3,4-Di-O-acetyl-L-fucal;2,6-Anhydro-1,5-dideoxy-L-arabino-hex-5-enitol diacetate;3,4-Diacetyl-L-fucal;Di-O-Acetyl-L-fucal;L-Fucal diacetate
• CAS NO: 54621-94-2
• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.216
• Mol File: 54621-94-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 295.9°Cat760mmHg
• Flash Point: 116.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0.00149mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 3,4-DI-O-ACETYL-L-FUCAL,(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DI-O-ACETYL-L-FUCAL,(54621-94-2)
• EPA Substance Registry System: 3,4-DI-O-ACETYL-L-FUCAL,(54621-94-2)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 54621-94-2(Hazardous Substances Data)

Usage

Uses

3,4-di-O-acetyl-2,6-anhydro-1,5-dideoxy-L-arabino-hex-5-enitol is an intermediate used in the synthesis of 2,6-Dideoxy-2-fluoro-L-galactopyranose 1,3,4-Triacetate (D440910), which is a reactant in the preparation of β-purine-diphosphate sugars (GDP-fucose-analogs)

InChI:InChI=1/C10H14O5/c1-6-10(15-8(3)12)9(4-5-13-6)14-7(2)11/h4-6,9-10H,1-3H3/t6-,9-,10+/m0/s1

Upstream product

• 19185-89-8 2-methyl-2,3-dihydro-4H-pyran-4-one 
• 108-24-7 acetic anhydride 
• 68673-59-6 Acetic acid 2-methyl-4-oxo-3,4-dihydro-2H-pyran-3-yl ester 

Downstream Products

• 80483-16-5 L-fucal 
• 89912-77-6 7-O-(3,4-di-O-acetyl-2,6-dideoxy-2-iodo-α-L-talopyranosyl)daunomycinone 
• 81661-50-9 benzyl 2,3,6-trideoxy-4-O-(3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-3-trifluoroacetamido-α-L-lyxo-hexopyranoside 
• 103559-54-2 benzyl 4)-O-(3-O-benzyl-2,6-dideoxy-α-L-lyxo-hexopyranosyl)-(1->4)-(2,3,6-trideoxy-3-trifluoroacetamido-α-L-lyxo-hexopyranoside)> 
• 103559-53-1 Acetic acid (2S,3R,4R,5R,6S)-3-acetoxy-6-{(2S,3R,4S,6S)-4-benzyloxy-6-[(2S,3S,4S,6R)-6-benzyloxy-2-methyl-4-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-3-yloxy]-2-methyl-tetrahydro-pyran-3-yloxy}-5-iodo-2-methyl-tetrahydro-pyran-4-yl ester 
• 33985-27-2 (2S,4S,5R,6S)-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate 
• 128135-62-6 benzyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranoside 
• 452071-49-7 p-methoxybenzyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-lyxo-hexopyranoside 
• 476469-59-7 4-Nitro-benzoic acid (1S,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-((2S,4S,5R,6S)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-1-methyl-pent-4-ynyl ester 
• 188783-78-0 (3S,4R,5R,6S)-3-fluoro-6-methyl-tetrahydro-2H-pyran-2,4,5-triyl triacetate 

Relevant articles and documents

On the acetoxylation of 2,3-dihydro-4-pyrones: a concise, fully synthetic route to the glucal stereochemical series

The acetoxylation of the title compounds at C3 with Mn(OAc)3 is described.