4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal

Base Information

• Chemical Name: 4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal
• CAS No.: 163381-38-2
• Molecular Formula: C₂₀H₄₀O₅Si₂
• Molecular Weight: 416.706
• DSSTox Substance ID: DTXSID90439840
• Nikkaji Number: J646.725C
• Wikidata: Q82255935
• Mol file: 163381-38-2.mol

Synonyms:163381-38-2;4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal;[(2R,3S,4R)-4-[tert-butyl(dimethyl)silyl]oxy-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4-dihydro-2H-pyran-3-yl] acetate;DTXSID90439840;YJGRGQBNRGUEAY-KZNAEPCWSA-N

Chemical Property of 4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal

Chemical Property:

• Vapor Pressure: 1.05E-06mmHg at 25°C
• Melting Point: 56-59 °C(lit.)
• Refractive Index: 1.46
• Boiling Point: 403°Cat760mmHg
• Flash Point: 164.1°C
• PSA: 53.99000
• Density: 0.97g/cm³
• LogP: 5.24280
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 416.24142744
• Heavy Atom Count: 27
• Complexity: 544

Purity/Quality:

97% ^*data from raw suppliers

4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)OC1C(C=COC1CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C
• Isomeric SMILES: CC(=O)O[C@@H]1[C@@H](C=CO[C@@H]1CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C

Technology Process of 4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal

There total 3 articles about 4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 4-O-Acetyl-1,5-anhydro-3,6-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (163381-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 16 h

2: pyridine

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jo00110a028

Reference yield:

D-galactal (21193-75-9) → 4-O-Acetyl-1,5-anhydro-3,6-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (163381-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 16 h

2: pyridine

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jo00110a028

Reference yield:

acetic anhydride (108-24-7) + 3,6-di-O-tert-butyldimethylsilyl-D-(-)-galactal (111902-03-5) → 4-O-Acetyl-1,5-anhydro-3,6-bis-O-(tert-butyldimethylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (163381-38-2)

Guidance literature:

With pyridine; Yield given;

DOI:10.1021/jo00110a028

upstream raw materials:

acetic anhydride

3,6-di-O-tert-butyldimethylsilyl-D-(-)-galactal

tert-butyldimethylsilyl chloride

D-galactal