1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

Base Information

Chemical Name:1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne
CAS No.:133910-28-8
Molecular Formula:C₄₆H₇₈O₃Si₃
Molecular Weight:763.38
Hs Code.:

Synonyms:1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

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Chemical Property of 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

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Technology Process of 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

There total 7 articles about 1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne 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: 93.0%

: 116506-67-3
TB

: 133910-25-5
22-<3-<1'-methyl-1'-<(trimethylsilyl)oxy>ethyl>phenyl>-de-A,B-24-norchol-8-enyl trifluoromethanesulfonate

: 133910-28-8
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

Guidance literature:: With copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; diethylamine; In N,N-dimethyl-formamide; for 2h; Ambient temperature;
DOI:10.1021/jm00112a021

Reference yield:

: 14452-30-3
3'-iodoacetophenone

: 133910-28-8
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran; diethyl ether / 1 h / 0 °C

2: CH₂Cl₂ / 12 h / 20 °C

4: 50 percent / pyridinium dichromate, pyridinium trifluoroacetate / CH₂Cl₂ / 10 h / Ambient temperature

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 8 h, 2.) THF, hexane, RT, 12 h

6: 93 percent / Pd(PPh₃)2(OAc)2, CuI, diethylamine / dimethylformamide / 2 h / Ambient temperature

With copper(l) iodide; dipyridinium dichromate; bis(triphenylphosphine) palladium (Il) acetate; pyridinium trifluroacetate; diethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00112a021

Reference yield:

: 102879-20-9
2-(3-iodophenyl)propan-2-ol

: 133910-28-8
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-22-<3-<1'-methyl-1'<(trimethylsilyl)oxy>ethyl>phenyl>-24-nor-9,10-secochola-5(10),8-dien-6-yne

Guidance literature:: Multi-step reaction with 5 steps

1: CH₂Cl₂ / 12 h / 20 °C

3: 50 percent / pyridinium dichromate, pyridinium trifluoroacetate / CH₂Cl₂ / 10 h / Ambient temperature

4: 1.) LDA / 1.) THF, hexane, -78 deg C, 8 h, 2.) THF, hexane, RT, 12 h

5: 93 percent / Pd(PPh₃)2(OAc)2, CuI, diethylamine / dimethylformamide / 2 h / Ambient temperature

With copper(l) iodide; dipyridinium dichromate; bis(triphenylphosphine) palladium (Il) acetate; pyridinium trifluroacetate; diethylamine; lithium diisopropyl amide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00112a021