(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

Base Information

Chemical Name:(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate
CAS No.:956117-45-6
Molecular Formula:C₁₈H₂₁ClO₅
Molecular Weight:352.815
Hs Code.:

Synonyms:(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

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Chemical Property of (S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

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Technology Process of (S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

There total 2 articles about (S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate 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:

: 175085-05-9
(S)-2-(benzoyloxy)-2-((2R,5R,6R)-tetrahydro-2-methoxy-5,6-dimethyl-4-methylene-2H-pyran-2-yl)acetic acid

: 956117-45-6
(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; at 20 ℃; for 0.0833333h;
DOI:10.1016/S0040-4020(02)00635-X

Reference yield:

: 175085-04-8
(S)-2-methoxy-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

: 956117-45-6
(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: n-PrSLi / hexamethylphosphoric acid triamide / 6 h / 20 °C

2: SOCl₂; pyridine / CH₂Cl₂ / 0.08 h / 20 °C

With pyridine; thionyl chloride; lithium n-propylmercaptide; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4020(02)00635-X

Reference yield: 75.0%

: 956117-55-8
2-(trimethylsilyl)ethyl (S)-((2S,4R,6R)-tetrahydro-6-((S)-2,3-dimethoxypropyl)-5,5-dimethyl-4-trimethylsilyloxy-2H-pyran-2-yl)(methoxy)methylcarbamate

: 956117-45-6
(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate

: 956117-56-9
C₄₁H₆₉NO₁₂Si₂

Guidance literature:: 2-(trimethylsilyl)ethyl (S)-((2S,4R,6R)-tetrahydro-6-((S)-2,3-dimethoxypropyl)-5,5-dimethyl-4-trimethylsilyloxy-2H-pyran-2-yl)(methoxy)methylcarbamate; With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;

(S)-2-chloro-1-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylenetetrahydro-2H-pyran-2-yl)-2-oxoethyl benzoate; In tetrahydrofuran; toluene; at -78 - 0 ℃; for 1.66667h; Further stages.;
DOI:10.1002/anie.200701677