(1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate

Base Information

• Chemical Name: (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate
• CAS No.: 577972-49-7
• Molecular Formula: C₂₀H₁₈O₆
• Molecular Weight: 354.359
• Mol file: 577972-49-7.mol

Synonyms:(1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate

Chemical Property of (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate

There total 4 articles about (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-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:

3-Phenylpropenol (104-54-1) → (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate (577972-49-7)

Guidance literature:

Multi-step reaction with 4 steps

1: PBr₃ / diethyl ether / 0.42 h / 0 - 20 °C

2: 61.2 g / Zn; I₂ / diethyl ether / -40 - -30 °C

3: 97 percent / (DHDQ)2PHAL; K₂OsO₄*2H₂O; K₂CO₃ / methanesulfonamide; K₃Fe(CN)6 / H₂O; 2-methyl-propan-2-ol; hexane / 64 h

4: Et₃N / CH₂Cl₂ / -50 - 20 °C

With potassium osmate(VI); iodine; phosphorus tribromide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; zinc; methanesulfonamide; potassium hexacyanoferrate(III); In diethyl ether; hexane; dichloromethane; water; tert-butyl alcohol; 3: Sharpless asymmetric dihydroxylation;

DOI:10.1021/ol034706k

Reference yield:

(1E,5E)-1,6-diphenyl-1,5-hexadiene (58463-02-8) → (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate (577972-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / (DHDQ)2PHAL; K₂OsO₄*2H₂O; K₂CO₃ / methanesulfonamide; K₃Fe(CN)6 / H₂O; 2-methyl-propan-2-ol; hexane / 64 h

2: Et₃N / CH₂Cl₂ / -50 - 20 °C

With potassium osmate(VI); potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; methanesulfonamide; potassium hexacyanoferrate(III); In hexane; dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;

DOI:10.1021/ol034706k

Reference yield:

3-bromo-1-phenyl-1-propenyl bromide (4392-24-9) → (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate (577972-49-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 61.2 g / Zn; I₂ / diethyl ether / -40 - -30 °C

2: 97 percent / (DHDQ)2PHAL; K₂OsO₄*2H₂O; K₂CO₃ / methanesulfonamide; K₃Fe(CN)6 / H₂O; 2-methyl-propan-2-ol; hexane / 64 h

3: Et₃N / CH₂Cl₂ / -50 - 20 °C

With potassium osmate(VI); iodine; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; zinc; methanesulfonamide; potassium hexacyanoferrate(III); In diethyl ether; hexane; dichloromethane; water; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation;

DOI:10.1021/ol034706k

upstream raw materials:

bis(trichloromethyl) carbonate

(1R,2R,5R,6R)-1,6-diphenylhexan-1,2,5,6-tetraol

3-Phenylpropenol

(1E,5E)-1,6-diphenyl-1,5-hexadiene

Downstream raw materials:

(2R,5R)-1,6-diphenylhexane-2,5-diol

(4R,7R)-4,7-Dibenzyl-[1,3,2]dioxathiepane 2,2-dioxide

(2R,5R)-1,6-diphenylhexane-2,5-bis-methanesulfonate