7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one

Base Information

• Chemical Name: 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one
• CAS No.: 127702-12-9
• Molecular Formula: C₂₃H₃₆O₅Si₂
• Molecular Weight: 448.707
• Mol file: 127702-12-9.mol

Synonyms:7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one

Chemical Property of 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one

There total 8 articles about 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one 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: 85.0%

chloro-trimethyl-silane (75-77-4) + 7α-hydroxy-6β-(3'-hydroxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one (51638-93-8,60761-96-8,63324-34-5,103616-92-8,127760-07-0) → 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one (127702-12-9)

Guidance literature:

With pyridine; at 5 ℃; for 2h;

Reference yield:

dimethyl (3-phenoxy-2-oxopropyl)phosphonate (40665-68-7) → 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one (127702-12-9)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / 5 h / 20 °C

2: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH₂Cl₂ / 0.5 h / -78 °C

3: 85 percent / pyridine / 2 h / 5 °C

With pyridine; diisobutyl(2,6-di-tert-butyl-4- methylphenoxy)aluminum; potassium carbonate; In dichloromethane;

Reference yield:

(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one (32233-40-2) → 7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one (127702-12-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / 1 h / 145 °C

2: CrO₃/pyridine, activated silica gel / CH₂Cl₂ / 0.42 h

3: KOH / CH₂Cl₂ / 0.33 h / Ambient temperature

4: 1 N hydrochloric acid / acetone / 0.17 h / 20 °C

5: 90 percent / aluminum diisobutyl-4-methyl-2,6-di-tert-butylphenoxide / CH₂Cl₂ / 0.5 h / -78 °C

6: 85 percent / pyridine / 2 h / 5 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; potassium hydroxide; silica gel; diisobutyl(2,6-di-tert-butyl-4- methylphenoxy)aluminum; In dichloromethane; acetone;

upstream raw materials:

chloro-trimethyl-silane

7α-hydroxy-6β-(3'-hydroxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-one

(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

dimethyl (3-phenoxy-2-oxopropyl)phosphonate

Downstream raw materials:

Sulprostone

N-(methanesulfonyl)-16-phenox-ω-tetranor-PGF_2α-carboxamide

N-{(Z)-7-[(1R,2R,3R,5S)-5-Hydroxy-2-((E)-(R)-4-phenoxy-3-trimethylsilanyloxy-but-1-enyl)-3-trimethylsilanyloxy-cyclopentyl]-hept-5-enoyl}-methanesulfonamide

7α-trimethylsilyloxy-6β-(3'α-trimethylsilyloxy-4'-phenoxy-1'E-butenyl)-2-oxabicyclo<3.3.0>octan-3-ol