6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GALACTAL CYCLIC CARBONATE

Base Information

• Chemical Name: 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GALACTAL CYCLIC CARBONATE
• CAS No.: 151265-18-8
• Molecular Formula: C23H26 O5 Si
• Molecular Weight: 410.542
• Mol file: 151265-18-8.mol

Synonyms:4H-1,3-Dioxolo[4,5-c]pyran,D-arabino-hex-5-enitol deriv.

Chemical Property of 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GALACTAL CYCLIC CARBONATE

Chemical Property:

• Vapor Pressure: 5.65E-11mmHg at 25°C
• Melting Point: −3 °C(lit.)
• Refractive Index: 1.576
• Boiling Point: 521.5°C at 760 mmHg
• Flash Point: 223.6°C
• PSA: 102.29000
• Density: 1.19g/cm³
• LogP: 1.38770
• Storage Temp.: ?20°C

Purity/Quality:

95% ^*data from raw suppliers

6-O-(tert-Butyldiphenylsilyl)-D-galactal cyclic carbonate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Important building block for both solution- and solid-phase synthesis of oligosaccharides.

Technology Process of 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GALACTAL CYCLIC CARBONATE

There total 4 articles about 6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GALACTAL CYCLIC CARBONATE 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: 78.0%

1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (87316-22-1,137893-35-7) + 1,1'-carbonyldiimidazole (530-62-1) → 1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-3,4-O-carbonate-2-deoxy-D-lyxo-hex-1-enopyranose (151265-18-8)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/acs.orglett.0c00732

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-3,4-O-carbonate-2-deoxy-D-lyxo-hex-1-enopyranose (151265-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / (C₂H₅)3N / dimethylformamide / 3 h / Ambient temperature

2: 74 percent / tetrahydrofuran / 12 h / 27 °C

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00072a031

Reference yield:

D-galactal (21193-75-9) → 1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-3,4-O-carbonate-2-deoxy-D-lyxo-hex-1-enopyranose (151265-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / (C₂H₅)3N / dimethylformamide / 3 h / Ambient temperature

2: 74 percent / tetrahydrofuran / 12 h / 27 °C

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00072a031

upstream raw materials:

1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enitol

1,1'-carbonyldiimidazole

tert-butylchlorodiphenylsilane

D-galactal

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