3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol

Base Information

• Chemical Name: 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol
• CAS No.: 279684-76-3
• Molecular Formula: C₁₈H₃₈O₃Si₂
• Molecular Weight: 358.669

Synonyms:3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol

Chemical Property of 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol

Chemical Property:

Purity/Quality:

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MSDS Files:

SDS file from LookChem

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Technology Process of 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol

There total 2 articles about 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-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: 96.0%

C34H58Si3NIO6 (937164-13-1) → C16H21SiNO3 + 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol (279684-76-3)

Guidance literature:

With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.166667h;

DOI:10.1021/ol070435s

Reference yield: 92.0%

C34H58Si3NIO6 (937164-12-0) → C16H21SiNO3 (937163-82-1) + 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol (279684-76-3)

Guidance literature:

With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.166667h;

DOI:10.1021/ol070435s

Reference yield: 83.0%

3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-ribo-hex-1-enitol (279684-76-3) + (2R,3R,4S)-4-(tert-butyldimethylsiloxy)-hex-5-yne-2,3-diol 2-benzoate ester (279684-79-6) → Benzoic acid (1R,2R,3S)-2-[(2S,4S,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-pent-4-ynyl ester (279684-80-9)

Guidance literature:

With camphor-10-sulfonic acid; In toluene; at 20 ℃; for 12h;

DOI:10.1021/ja994229u

upstream raw materials:

C₃₄H₅₈Si₃NIO₆

C₃₄H₅₈Si₃NIO₆

Downstream raw materials:

Benzoic acid (1R,2R,3S)-2-[(2S,4S,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-pent-4-ynyl ester

digitoxin

Benzoic acid (1R,2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-[(2S,4S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-((2S,4S,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-1-methyl-pent-4-ynyl ester

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