3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

Base Information

Chemical Name:3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol
CAS No.:149279-81-2
Molecular Formula:C₂₉H₄₀O₄
Molecular Weight:452.634
Hs Code.:

Synonyms:3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

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Chemical Property of 3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

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Technology Process of 3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

There total 7 articles about 3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol 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: 90.0%

: 149279-79-8
3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-methoxyphenyl)estr-5(10)-en-17β-ol

: 149279-81-2
3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

Guidance literature:: With sodium thiomethoxide; In N,N-dimethyl-formamide; at 160 ℃; for 3h;
DOI:10.1016/S0040-4020(01)80365-3

Reference yield:

: 16750-63-3
2-methoxyphenylmagnesium bromide

: 149279-81-2
3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1) CuCl / 1) THF, 5 deg C, 15 min, 2) THF, 5 deg C to RT, overnight

2: 62 percent / aq. HOAc / 6 h / Ambient temperature

3: 62 percent / Li/NH₃(l) / 2-methyl-propan-2-ol; tetrahydrofuran / 1 h / -78 °C

4: 1) HC(OMe)3, p-TsOH, 2) K₂CO₃ / 1) CH₂Cl₂, 4h, 2) MeOH, CH₂Cl₂, 60 deg C, 45 min

5: 90 percent / NaSMe / dimethylformamide / 3 h / 160 °C

With ammonia; lithium; potassium carbonate; toluene-4-sulfonic acid; acetic acid; copper(l) chloride; sodium thiomethoxide; trimethyl orthoformate; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)80365-3

Reference yield:

: 104068-77-1
3,3-[2,2-dimethyl-1,3-propanediylbis(oxy)]-5α,10α-epoxy-estr-9(11)-en-17β-ol

: 149279-81-2
3,3-<2,2-dimethyl-1,3-propanediylbis(oxy)>-11β-(2-hydroxyphenyl)estr-5(10)-en-17β-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1) CuCl / 1) THF, 5 deg C, 15 min, 2) THF, 5 deg C to RT, overnight

2: 62 percent / aq. HOAc / 6 h / Ambient temperature

3: 62 percent / Li/NH₃(l) / 2-methyl-propan-2-ol; tetrahydrofuran / 1 h / -78 °C

4: 1) HC(OMe)3, p-TsOH, 2) K₂CO₃ / 1) CH₂Cl₂, 4h, 2) MeOH, CH₂Cl₂, 60 deg C, 45 min

5: 90 percent / NaSMe / dimethylformamide / 3 h / 160 °C

With ammonia; lithium; potassium carbonate; toluene-4-sulfonic acid; acetic acid; copper(l) chloride; sodium thiomethoxide; trimethyl orthoformate; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)80365-3