meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial

Base Information

• Chemical Name: meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial
• CAS No.: 134341-56-3
• Molecular Formula: C₃₈H₄₆O₄Si₂
• Molecular Weight: 622.952
• Mol file: 134341-56-3.mol

Synonyms:meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial

Chemical Property of meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial

There total 3 articles about meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial 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%

meso-(1R,2S,3S,6R)-3,6-bis(tert-butyldiphenylsilyloxy)cyclohexane-1,2-diol (134522-14-8) → meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial (134341-56-3)

Guidance literature:

With periodic acid; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jo0259111

Reference yield:

3,6-bis(tert-butyldiphenylsilyloxy)cyclohex-1-ene → meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial (134341-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / RuCl₃ hydrate; NaIO₄ / ethyl acetate; acetonitrile; H₂O / 0.02 h / 0 °C

2: 96 percent / H₅IO₆ / tetrahydrofuran / 0 - 20 °C

With ruthenium trichloride; sodium periodate; periodic acid; In tetrahydrofuran; water; ethyl acetate; acetonitrile;

DOI:10.1021/jo0259111

Reference yield:

(1R,2R,3S,6R)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohexane-1,2-diol (134341-47-2,134522-14-8) → meso-(2R,5S)-2,5-bis(tert-butyldiphenylsilyloxy)hexane-1,6-dial (134341-56-3)

Guidance literature:

With molecular sieve; periodic acid; Multistep reaction; 1) THF, 30 min, 2) THF, 2 h;

DOI:10.1016/S0040-4039(00)92024-0

upstream raw materials:

(1R,2R,3S,6R)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohexane-1,2-diol

meso-(1R,2S,3S,6R)-3,6-bis(tert-butyldiphenylsilyloxy)cyclohexane-1,2-diol

Downstream raw materials:

meso-(1R,2S,3S,6R)-3,6-bis(tert-butyldiphenylsilyloxy)cyclohexane-1,2-diol

(1S,2R,3S,6R)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohexane-1,2-diol

(Z)-(4S,7R)-4,7-bis(tert-butyldiphenylsilyloxy)-8-oxoocta-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester

(Z)-(4S,7R)-4,8-bis(tert-butyldiphenylsilyloxy)-7-hydroxyocta-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester