methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodec-11α-oate

Base Information

• Chemical Name: methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodec-11α-oate
• CAS No.: 166534-11-8
• Molecular Formula: C₂₆H₃₆O₇S
• Molecular Weight: 492.634
• Mol file: 166534-11-8.mol

Synonyms:methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodec-11α-oate

Chemical Property of methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodec-11α-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodec-11α-oate

There total 6 articles about methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodec-11α-oate 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:

C25H34O7S + methyl iodide (74-88-4) → methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.03,8>dodec-11α-oate (166534-11-8)

Guidance literature:

With potassium carbonate; In acetone; Yield given;

DOI:10.1016/00404-0399(50)1084U-

Reference yield:

11α-cyano-1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.03,8>dodecane (166534-10-7) → methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.03,8>dodec-11α-oate (166534-11-8)

Guidance literature:

Multi-step reaction with 4 steps

1: DIBAL-H / CH₂Cl₂; toluene / 5 h / -78 °C

2: aq. HCl, aq. Rochelles salt / CH₂Cl₂; toluene / -78 °C

3: aq. NaClO₂, 2-methyl-2-butene, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 3 h / 60 °C

4: K₂CO₃ / acetone / 2 h / 22 °C

With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diisobutylaluminium hydride; potassium carbonate; rochelle salt; In dichloromethane; acetone; toluene; tert-butyl alcohol;

DOI:10.1016/0040-4020(96)00866-6

Reference yield:

C25H34O6S → methyl 1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.03,8>dodec-11α-oate (166534-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaClO₂, 2-methyl-2-butene, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 3 h / 60 °C

2: K₂CO₃ / acetone / 2 h / 22 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium carbonate; In acetone; tert-butyl alcohol;

DOI:10.1016/0040-4020(96)00866-6

upstream raw materials:

methyl iodide

11α-cyano-1β-hydroxy-1α-(2'-phenylsulfonylethyl)-3α,10α-oxido-2α,13α-oxido-8β,12,12-trimethylbicyclo<6.4.0^3,8>dodecane

(1S,2R,6S,8R,9R,11S)-11-(2-Benzenesulfonyl-ethyl)-11-hydroxy-6,10,10-trimethyl-12-oxo-2-triisopropylsilanyloxymethyl-13-oxa-tricyclo[6.4.1.0^1,6]tridecane-9-carbonitrile

Downstream raw materials:

1β-hydroxy-2,4Hβ-13-phenylsulfonyl-11,12-dihydro-3α,10α-oxido-2α,20α-oxido-12-nortaxane-12-one