dl coriolin B

Base Information

• Chemical Name: dl coriolin B
• CAS No.: 77790-10-4
• Molecular Formula: C₂₃H₃₆O₆
• Molecular Weight: 408.535
• Mol file: 77790-10-4.mol

Synonyms:

Chemical Property of dl coriolin B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dl coriolin B

There total 14 articles about dl coriolin B 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: 59.0%

C31H50O7 (77732-42-4) → dl coriolin B (33400-89-4,77790-10-4)

Guidance literature:

With potassium carbonate; In methanol; for 0.75h; Ambient temperature;

DOI:10.1021/ja00402a034

Reference yield:

(3ε,3aβ,3bα,4α,6aα,7β)-3a,3b,5,6,6a,7-hexahydro-3,3a,5,5-tetramethyl-4,7-dihydroxy-3-(phenylthio)-4H-cyclopenta<4,5>pentalen-2-one (74181-87-6) → dl coriolin B (33400-89-4,77790-10-4)

Guidance literature:

Multi-step reaction with 7 steps

1: m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / -78 °C

2: 64 percent / ethyl acetate / 0.33 h / Heating

3: 100 percent / NaHCO₃, H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

4: 20 mg / NaBH₄ / ethanol / 15 h / 0 °C

5: 65 percent / tert-butyl hydroperoxide / V(acac)2 / benzene / 0.33 h / Heating

6: 4-dimethylaminopyridine, pyridine / tetrahydrofuran; CH₂Cl₂ / 2 h / Ambient temperature

7: 59 percent / K₂CO₃ / methanol / 0.75 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; dihydrogen peroxide; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; vanadium(IV) bis(2,4-pentanedionate); In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; benzene;

DOI:10.1021/ja00402a034

Reference yield:

(3aβ,3bα,4α,6aα,7β)-3a,3b,5,6,6a,7-hexahydro-3a,5,5-trimethyl-4,7-dihydroxy-3-methylene-4H-cyclopenta<4,5>pentalen-2-one (74145-68-9,85081-58-9,119433-12-4) → dl coriolin B (33400-89-4,77790-10-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / NaHCO₃, H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

2: 20 mg / NaBH₄ / ethanol / 15 h / 0 °C

3: 65 percent / tert-butyl hydroperoxide / V(acac)2 / benzene / 0.33 h / Heating

4: 4-dimethylaminopyridine, pyridine / tetrahydrofuran; CH₂Cl₂ / 2 h / Ambient temperature

5: 59 percent / K₂CO₃ / methanol / 0.75 h / Ambient temperature

With pyridine; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; dihydrogen peroxide; sodium hydrogencarbonate; potassium carbonate; vanadium(IV) bis(2,4-pentanedionate); In tetrahydrofuran; methanol; ethanol; dichloromethane; water; benzene;

DOI:10.1021/ja00402a034

upstream raw materials:

C₃₁H₅₀O₇

n-octanoic acid chloride

(3aS,3bR,4R,6aS,7S)-(+)-3,3a,3b,4,5,6,6a,7-Octahydro-4,7-dihydroxy-3a,5,5-trimethyl-3-methylen-2H-cyclopentapentalen-2-on

(1aR,2S,3S,3aR,3bR,4R,6aS,7S,7aR)-(+)-Octahydro-2,4,7-trihydroxy-3a,5,5-trimethylspiropentaleno<1,6a-b>oxiren-3(3aH),2'-oxiran>