(1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

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Chemical Name:(1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester
CAS No.:140647-97-8
Molecular Formula:C₁₉H₃₄O₆Si
Molecular Weight:386.561
Hs Code.:

Synonyms:(1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

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Chemical Property of (1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

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Technology Process of (1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

There total 7 articles about (1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl 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: 76.0%

: 140647-95-6,140647-96-7
(4S,5S)-4-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-(1-ethoxy-vinyl)-2-phenylselanyl-cyclohexanone

: 140647-97-8
(1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

Guidance literature:: With ozone; In dichloromethane;
DOI:10.1016/S0040-4039(00)91891-4

Reference yield:

: 16807-60-6
3-methoxycyclohex-2-en-1-one

: 140647-97-8
(1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / LDA / tetrahydrofuran / -78 °C

2: (i-Pr)2NEt / CH₂Cl₂ / 0 °C

3: 1.) LiAlH₄, 2.) 1 N HCl

4: 76 percent / BF₃*OEt₂ / tetrahydrofuran / -78 °C

5: 1.) LiN(TMS)2 / 1.) THF, -78 deg C

6: 76 percent / ozone / CH₂Cl₂

With hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; ozone; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)91891-4

Reference yield:

: 102191-92-4
tert-butyldimethylsiloxyacetaldehyde

: 140647-97-8
(1S,2S)-2-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-ethyl]-5-oxo-cyclohex-3-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / LDA / tetrahydrofuran / -78 °C

2: (i-Pr)2NEt / CH₂Cl₂ / 0 °C

3: 1.) LiAlH₄, 2.) 1 N HCl

4: 76 percent / BF₃*OEt₂ / tetrahydrofuran / -78 °C

5: 1.) LiN(TMS)2 / 1.) THF, -78 deg C

6: 76 percent / ozone / CH₂Cl₂

With hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; ozone; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)91891-4