2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

Base Information

Chemical Name:2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester
CAS No.:944282-74-0
Molecular Formula:C₂₆H₄₀O₅Si
Molecular Weight:460.686
Hs Code.:

2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

Synonyms:2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

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Chemical Property of 2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

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Technology Process of 2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

There total 9 articles about 2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester 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:

: C₂₆H₄₂O₅Si

: 944282-74-0
2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/anie.200700517

Reference yield:

: 944282-73-9
C₂₁H₃₄O₄Si

: 944282-74-0
2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran / 1.5 h / 0 - 20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With pyridine; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200700517

Reference yield:

: 944282-70-6
(3aR,3bR,4S,4aS,5aR)-hexahydro-2,2-dimethyl-5-oxocyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4-carboxylic acid ethyl ester

: 944282-74-0
2,2-dimethylpropanoic acid [(1S,3S,5R,6S)-3-[[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-methoxyphenyl]methyl]-2-oxobicyclo[3.1.0]hexan-6-yl]methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 88 percent / aq. HCl / tetrahydrofuran

2.1: methanesulfonyl chloride; Et₃N

2.2: 57 percent / i-Pr₂NEt; H₂ / Pd/C

3.1: lithium diisopropylamide / tetrahydrofuran / 1 h / -78 °C

3.2: 91 percent / tetrahydrofuran

4.1: 87 percent / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

5.1: LiAlH₄ / tetrahydrofuran / 4 h / 0 - 20 °C

6.1: pyridine / tetrahydrofuran / 1.5 h / 0 - 20 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With pyridine; hydrogenchloride; triethylsilane; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.200700517