6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL

Base Information

• Chemical Name: 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL
• CAS No.: 87316-22-1
• Molecular Formula: C22H30O6Si
• Molecular Weight: 384.547
• Mol file: 87316-22-1.mol

Synonyms:6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL

Chemical Property of 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL

Chemical Property:

• Melting Point: −9 °C(lit.)
• PSA: 58.92000
• LogP: 2.19730
• Storage Temp.: ?20°C

Purity/Quality:

99.90% ^*data from raw suppliers

6-O-(tert-Butyldiphenylsilyl)-D-glucal 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL

There total 8 articles about 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL 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: 96.0%

tert-butylchlorodiphenylsilane (58479-61-1) + D-glucal (13265-84-4) → (2R,3S,4R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol (87316-22-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1080/00397919308018600

Reference yield: 90.0%

tert-butylchlorodiphenylsilane (58479-61-1) + D-galactal (21193-75-9) → 1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (87316-22-1,137893-35-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1021/jo00072a031

Reference yield: 88.0%

3,4,6-tri-O-acetyl-D-galactal + tert-butylchlorodiphenylsilane (58479-61-1) → 1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (87316-22-1,137893-35-7)

Guidance literature:

3,4,6-tri-O-acetyl-D-galactal; With methanol; sodium methylate; at 20 ℃; for 2h;

for 0.25h;

tert-butylchlorodiphenylsilane; With pyridine; at 0 ℃; for 4h;

DOI:10.1021/acs.orglett.0c00732

upstream raw materials:

tert-butylchlorodiphenylsilane

D-galactal

triacetyl-D-galactal

D-galactose pentaacetate

Downstream raw materials:

phenyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-D-galactal

C₄₂H₅₅NO₁₆Si

C₄₂H₅₅NO₁₆Si

3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal