(-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol

Base Information

• Chemical Name: (-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol
• CAS No.: 129829-58-9
• Molecular Formula: C₂₄H₅₂O₄Si₃
• Molecular Weight: 488.931
• Mol file: 129829-58-9.mol

Synonyms:(-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol

Chemical Property of (-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol

There total 18 articles about (-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol 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: 58.0%

(-)-(4R,5S,6R)-4,5,6-tris(<(tert-butyl)dimethylsilyl>oxy)cyclohex-2-en-1-one (129745-62-6) → (-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol (129829-58-9) + (-)-1D-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,2,4/3-tetrol (129745-63-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 3h; Yields of byproduct given;

DOI:10.1002/hlca.19900730118

Reference yield:

(+/-)-(4R,5S,6R)-4,5,6-tris([(tert-butyl)dimethylsilyl]oxy)cyclohex-2-en-1-one (129745-62-6,129829-56-7) → (+/-)-1D-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,2,4/3-tetrol (129745-63-7,129829-57-8,129829-58-9,129829-59-0) + (+/-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol (129745-63-7,129829-57-8,129829-58-9,129829-59-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 ℃; for 2h;

DOI:10.1002/hlca.19900730118

Reference yield:

(+/-)-(4R,5S,6R)-4,5,6-tris([(tert-butyl)dimethylsilyl]oxy)cyclohex-2-en-1-one (129745-62-6,129829-56-7) → (+/-)-1D-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,2,4/3-tetrol (129745-63-7,129829-57-8,129829-58-9,129829-59-0) + (+/-)-1L-2,3,4-tris-O-<(tert-butyl)dimethylsilyl>cyclohex-2-ene-1,3/2,4-tetrol (129745-63-7,129829-57-8,129829-58-9,129829-59-0)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 ℃; for 2h;

DOI:10.1002/hlca.19900730118

upstream raw materials:

(+/-)-(4R,5S,6R)-4,5,6-tris([(tert-butyl)dimethylsilyl]oxy)cyclohex-2-en-1-one

t-butyldimethylsiyl triflate

(+/-)-(1R,4R,5S,6S)-5-exo,6-endo-dihydroxy-7-oxabicyclo<2.2.1>heptan-2-one

(+/-)-(1R,4R,5R,6S)-6-endo-(benzyloxy)-5-exo-hydroxy-7-oxabicyclo<2.2.1>heptan-2-one

Downstream raw materials:

(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[tert-butyl(dimethyl)silyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

(-)-1L-Cyclohexane-1,3/2,4-tetrol

(1R,2S,3S,4R)-1,2,3,4,tetrahydroxy-5-cyclohexene

1D-(1N,2,4/3)-1-Amino-2,3,4-trihydroxy-5-cyclohexen