2,6-Anhydro-5-deoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol

Base Information

• Chemical Name: 2,6-Anhydro-5-deoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol
• CAS No.: 137792-66-6
• Molecular Formula: C25H32O4Si
• Molecular Weight: 424.612

Synonyms:2,6-Anhydro-5-deoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol

Chemical Property of 2,6-Anhydro-5-deoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-Anhydro-5-deoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol

There total 10 articles about 2,6-Anhydro-5-deoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol 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: 95.0%

1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-deoxy-D-lyxo-hex-1-enitol (87316-22-1,137893-35-7) + 2,2-dimethoxy-propane (77-76-9) → phenyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-D-galactal (137792-66-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 50 ℃; for 1h;

DOI:10.1021/ol0166247

Reference yield: 86.0%

phenyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-iodo-3,4-O-isopropylidene-1-thio-D-talopyranoside → phenyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-D-galactal (137792-66-6)

Guidance literature:

With sodium acetate; copper; acetic acid; zinc; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/ol052866l

Reference yield: 79.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol (124477-12-9) → phenyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-D-galactal (137792-66-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00632

upstream raw materials:

2-Methoxypropene

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

2,2-dimethoxy-propane

N-phenylselanylphthalimide

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