(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

Base Information

Chemical Name:(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane
CAS No.:1431617-86-5
Molecular Formula:C₂₉H₄₀O₃Si
Molecular Weight:464.72
Hs Code.:

Synonyms:(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

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Chemical Property of (2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

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Technology Process of (2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

There total 7 articles about (2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane 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: 79.0%

: 1431617-85-4
(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-4-pivaloyloxy-cyclohexanone

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1431617-86-5
(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.75h;

(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-4-pivaloyloxy-cyclohexanone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4h;

Reference yield:

: 1431137-92-6
(2R,3S,4S)-2-hydroxy-3-methyl-4-pivaloyloxy-cyclohexanone

: 1431617-86-5
(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

Guidance literature:: Multi-step reaction with 2 steps

1.1: silver nitrate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 - 20 °C

2.2: 4 h / -78 - 20 °C

With n-butyllithium; silver nitrate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 2.2: |Wittig Olefination;

Reference yield:

: 13944-81-5
7-methyl-1,4-dioxa-spiro[4.5]decan-8-ol

: 1431617-86-5
(2R,3R,4S)-2-[(tert-butyldiphenylsilyl)oxy]-3-methyl-1-methylene-4-pivaloyloxy-cyclohexane

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 3 h / 60 °C

2.1: iron(III) chloride hexahydrate / dichloromethane / 1.5 h / 20 °C

3.1: L-proline; Nitrosobenzene / chloroform / 26 h / 4 - 20 °C

4.1: silver nitrate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / 0 - 20 °C

5.2: 4 h / -78 - 20 °C

With pyridine; n-butyllithium; iron(III) chloride hexahydrate; silver nitrate; Nitrosobenzene; L-proline; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; 5.2: |Wittig Olefination;