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

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Chemical Name: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
CAS No.:137871-10-4
Molecular Formula:C₃₆H₄₆O₆Si
Molecular Weight:602.843
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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:

: 137871-08-0
(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-ol

: 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

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

2: Et₃N / CH₂Cl₂ / 1 h / Heating

3: 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

With dimethylsulfide; sodium hydrogencarbonate; ozone; triethylamine; In dichloromethane;
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

: 137871-10-4
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

Guidance literature:: Multi-step reaction with 4 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

With dimethylsulfide; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jo00023a017

Reference yield:

: 137871-04-6,137941-10-7
5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-hydroxy-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

: 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

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 1.25 h / -10 °C

2: 98 percent / DBU / benzene / 12 h / Ambient temperature

3: 29.06 mg / CuI, Red-Al, 2-butanol / tetrahydrofuran / 1) -78 deg C, 30 min, 2) -20 deg C, 2 h

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

5: Et₃N / CH₂Cl₂ / 0.5 h / -10 °C

6: Et₃N / CH₂Cl₂ / 1 h / Heating

7: 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

With copper(l) iodide; dimethylsulfide; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; iso-butanol; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo00023a017