8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

Base Information

Chemical Name:8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone
CAS No.:137871-11-5
Molecular Formula:C₃₆H₄₆O₇Si
Molecular Weight:618.843
Hs Code.:

Synonyms:8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

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Chemical Property of 8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

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Technology Process of 8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

There total 11 articles about 8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone 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:

: 137871-10-4
4(S)-<5-<(tert-Butyldiphenylsilyl)oxy>-4(R)-(formyloxy)-3(S)-methyl-2-oxopentyl>-5(R)-ethyl-6(R)-methyl-2(S)-phenyl-1,3-dioxane

: 137871-11-5
8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

: 137871-12-6
4(S)-(Benzoyloxy)-2-<3-<(tert-butyldiphenylsilyl)oxy>-2(S)-(formyloxy)-1(S)-methylpropyl>-5(R)-ethyl-2(R)-hydroxy-6(R)-methyltetrahydro-2H-pyran

Guidance literature:: With tert.-butylhydroperoxide; palladium diacetate; In benzene; at 50 ℃; for 6h;
DOI:10.1021/jo00023a017

Reference yield:

: 137871-07-9
5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

: 137871-11-5
8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

Guidance literature:: Multi-step reaction with 5 steps

1: DIBAL / diethyl ether / 1 h / -78 °C

2: Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

3: Et₃N / CH₂Cl₂ / 1 h / Heating

4: 1) ozone, NaHCO₃, 2) dimethyl sulfide / 1) MeOH, CH₂Cl₂, -78 deg C, 10 min, 2) a) -78 deg C, 1 h, b) room temp., 3 h

5: tert-butyl hydroperoxide / Pd(OAc)2 / benzene / 6 h / 50 °C

With tert.-butylhydroperoxide; dimethylsulfide; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; triethylamine; palladium diacetate; In diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo00023a017

Reference yield:

: Methanesulfonic acid (4R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-((2S,4R,5R,6R)-5-ethyl-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-4-methyl-tetrahydro-furan-2-yl ester

: 137871-11-5
8(R)-(Benzoyloxy)-1-<(tert-butyldiphenylsilyl)oxy>-7(R)-ethyl-2(S)-(formylxoy)-6(S)-hydroxy-3(S)-methyl-4-nonanone

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 1 h / Heating

2: 1) ozone, NaHCO₃, 2) dimethyl sulfide / 1) MeOH, CH₂Cl₂, -78 deg C, 10 min, 2) a) -78 deg C, 1 h, b) room temp., 3 h

3: tert-butyl hydroperoxide / Pd(OAc)2 / benzene / 6 h / 50 °C

With tert.-butylhydroperoxide; dimethylsulfide; sodium hydrogencarbonate; ozone; triethylamine; palladium diacetate; In dichloromethane; benzene;
DOI:10.1021/jo00023a017