ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

Base Information

Chemical Name:ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate
CAS No.:1037069-53-6
Molecular Formula:C₂₃H₃₁NO₄S
Molecular Weight:417.569
Hs Code.:

Synonyms:ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

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Chemical Property of ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

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Technology Process of ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

There total 5 articles about ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate 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: 89.0%

: 1037069-52-5
ethyl 2-{(2S,5R,6S)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]}-6-[(E)-prop-1-enyl]-5,6-dihydro-2H-pyran-2-ylacetate

: 1037069-53-6
ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

Guidance literature:: With (PCy₃)(H₂IMes)Ru(CHPh); In dichloromethane; for 16h; Inert atmosphere; Schlenk technique; Reflux;
DOI:10.1002/ejoc.201301461

Reference yield:

: 1037069-41-2
(2R,5R,6S,E)-2-(but-3-enyl)-5-isopropyl-3-[(R)-N-methyl-S-phenylsulfonimidoyl]-6-(prop-1-enyl)-5,6-dihydro-2H-pyran-2-ol

: 1037069-53-6
ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

Guidance literature:: Multi-step reaction with 2 steps

1: titanium tetrachloride; trimethylsilanyl-acetic acid ethyl ester / dichloromethane / 2.67 h / -78 °C / Inert atmosphere; Schlenk technique

2: (PCy₃)(H₂IMes)Ru(CHPh) / dichloromethane / 16 h / Inert atmosphere; Schlenk technique; Reflux

With trimethylsilanyl-acetic acid ethyl ester; titanium tetrachloride; In dichloromethane; 1: |Sakurai Allylation;
DOI:10.1002/ejoc.201301461

Reference yield:

: 1037069-30-9
(6E,8R,9S,10E)-8-isopropyl-6-[(R)-N-methyl-S-phenylsulfonimidoyl]-9-(triethylsilyloxy)dodeca-1,6,10-trien-5-one

: 1037069-53-6
ethyl 2-{(1S,6S,7R,Z)-7-isopropyl-9-[(R)-N-methyl-S-phenylsulfonimidoyl]}-10-oxabicyclo[4.3.1]deca-4,8-dien-1-ylacetate

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid; hydrogenchloride / tetrahydrofuran; water / 3 h / 20 °C / Inert atmosphere; Schlenk technique

2: titanium tetrachloride; trimethylsilanyl-acetic acid ethyl ester / dichloromethane / 2.67 h / -78 °C / Inert atmosphere; Schlenk technique

3: (PCy₃)(H₂IMes)Ru(CHPh) / dichloromethane / 16 h / Inert atmosphere; Schlenk technique; Reflux

With hydrogenchloride; trimethylsilanyl-acetic acid ethyl ester; titanium tetrachloride; acetic acid; In tetrahydrofuran; dichloromethane; water; 2: |Sakurai Allylation;
DOI:10.1002/ejoc.201301461