(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

Base Information

Chemical Name:(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane
CAS No.:633294-44-7
Molecular Formula:C₃₈H₆₄O₆Si₃
Molecular Weight:701.179
Hs Code.:

(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

Synonyms:(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

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Chemical Property of (1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

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Technology Process of (1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

There total 6 articles about (1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane 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%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 633294-41-4
(1S,2R,4R,6S)-1-allyl-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxy-cyclohexanol

: 633294-44-7
(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 70 ℃; for 4h;
DOI:10.1055/s-2003-41025

Reference yield:

: 633294-17-4
(1S,3R,5R,6R)-5-(tert-butyldimethylsilyloxy)-6-methyl-7-oxabicyclo[4.1.0]heptan-3-ol

: 633294-44-7
(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / imidazole / dimethylformamide / 3 h / 20 °C

2.1: 89 percent / diethylaluminium N-cyclohexyl-N-iso-propylamide / benzene / 3 h / 20 °C

3.1: 100 percent / imidazole / dimethylformamide / 4 h / 20 °C

4.1: O₃; Et₃N / methanol; CH₂Cl₂ / -78 °C

4.2: 85 percent / Me₂S / methanol; CH₂Cl₂ / 2.5 h / -78 - 20 °C

5.1: 56 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

6.1: 79 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 4 h / 70 °C

With 1H-imidazole; diethylaluminium N-cyclohexyl-N-iso-propylamide; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-2003-41025

Reference yield:

: 633294-15-2
tert-butyl-[(1R,2R,4R,6S)-4-iso-propenyl-1-methyl-7-oxabicyclo[4.1.0]hept-2-yloxy]dimethylsilane

: 633294-44-7
(1S,2R,4R,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane

Guidance literature:: Multi-step reaction with 7 steps

1.1: O₃ / methanol; CH₂Cl₂ / -78 °C

1.2: Ac₂O; Et₃N; DMAP / methanol; CH₂Cl₂ / 12 h / Heating

1.3: 68 percent / K₂CO₃ / methanol / 3 h / 20 °C

2.1: 88 percent / imidazole / dimethylformamide / 3 h / 20 °C

3.1: 89 percent / diethylaluminium N-cyclohexyl-N-iso-propylamide / benzene / 3 h / 20 °C

4.1: 100 percent / imidazole / dimethylformamide / 4 h / 20 °C

5.1: O₃; Et₃N / methanol; CH₂Cl₂ / -78 °C

5.2: 85 percent / Me₂S / methanol; CH₂Cl₂ / 2.5 h / -78 - 20 °C

6.1: 56 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C

7.1: 79 percent / i-Pr₂NEt / 1,2-dichloro-ethane / 4 h / 70 °C

With 1H-imidazole; diethylaluminium N-cyclohexyl-N-iso-propylamide; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-2003-41025