(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

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Chemical Name:(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate
CAS No.:1314123-80-2
Molecular Formula:C₅₅H₈₀O₇Si₂
Molecular Weight:909.407
Hs Code.:

(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

Synonyms:(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

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Chemical Property of (2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

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Technology Process of (2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

There total 8 articles about (2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate 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: 60.0%

: 1314123-77-7
(5S,6R,8S)-ethyl 5-hydroxy-6,8-dimethyl-3-oxodec-9-enoate

: 1314123-79-9
(1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tertbutyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enecarbaldehyde

: 1314123-80-2
(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - -40 ℃; for 0.75h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201102037

Reference yield:

: 6-((3R,5S)-7-(tert-butyldiphenylsilyloxy)-2-hydroxy-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

: 1314123-80-2
(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

2.1: methanol; ammonium fluoride / 24 h / 40 °C / Inert atmosphere

3.1: ortho-nitrophenyl selenocyanate; tributylphosphine / tetrahydrofuran / 0.5 h / 23 °C / Inert atmosphere

3.2: 12 h / 0 °C / Inert atmosphere

4.1: dichloromethane / 4.5 h / 0 - 20 °C / Inert atmosphere

5.1: pyridine hydrofluoride / tetrahydrofuran / 48 h / 0 - 20 °C / Inert atmosphere

6.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / -78 - -40 °C / Inert atmosphere

With 2,6-dimethylpyridine; methanol; ammonium fluoride; ortho-nitrophenyl selenocyanate; tributylphosphine; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; 3.1: Grieco elimination / 3.2: Grieco elimination;
DOI:10.1002/anie.201102037

Reference yield:

: 1314123-86-8
6-((2S,3R,5S)-2-(tert-butyldimethylsilyloxy)-7-(tert-butyldiphenylsilyloxy)-3,5-dimethylheptyl)-2,2-dimethyl-4H-1,3-dioxin-4-one

: 1314123-80-2
(2R,6S)-ethyl 2-((1S,2S,5S)-2-(3-(benzyloxy)propyl)-1-(tert-butyldimethylsilyloxy)-4-((tert-butyldiphenylsilyloxy)methyl)-5-methylcyclohex-3-enyl)-6-((2R,4S)-4-methylhex-5-en-2-yl)-4-oxotetrahydro-2H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol; ammonium fluoride / 24 h / 40 °C / Inert atmosphere

2.1: ortho-nitrophenyl selenocyanate; tributylphosphine / tetrahydrofuran / 0.5 h / 23 °C / Inert atmosphere

2.2: 12 h / 0 °C / Inert atmosphere

3.1: dichloromethane / 4.5 h / 0 - 20 °C / Inert atmosphere

4.1: pyridine hydrofluoride / tetrahydrofuran / 48 h / 0 - 20 °C / Inert atmosphere

5.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.75 h / -78 - -40 °C / Inert atmosphere

With methanol; ammonium fluoride; ortho-nitrophenyl selenocyanate; tributylphosphine; pyridine hydrofluoride; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; 2.1: Grieco elimination / 2.2: Grieco elimination;
DOI:10.1002/anie.201102037