(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Name:(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1312080-56-0
Molecular Formula:C₃₉H₄₇F₃O₇Si
Molecular Weight:712.879
Hs Code.:

(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Synonyms:(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 18 articles about (R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 78.0%

: 1312080-54-8
(S)-5-((2R,5S,6R)-6-(3-(tert-butyldiphenylsilyloxy)propyl)-5-hydroxytetrahydro-2H-pyran-2-yl)-5-methyldihydrofuran-2(3H)-one

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

: 1312080-56-0
(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201007757

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 1312080-56-0
(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 13 steps

1.1: zirconocene dichloride; water / hexane; 1,2-dichloro-ethane / -20 - 20 °C / Inert atmosphere

1.2: 0.17 h / -30 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 0.33 h / 0 °C / Inert atmosphere

2.2: 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / Reflux; Inert atmosphere

4.2: 1 h / 0 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / 0 °C / Inert atmosphere

5.2: 16 h / 20 °C / Inert atmosphere

6.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

6.2: 72 h / Inert atmosphere

7.1: Oxone; borax; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one / Dimethoxymethane; water; acetonitrile / 3 h / 0 °C / Inert atmosphere

7.2: 0 - 20 °C / Inert atmosphere

8.1: sodium acetate; sodium thiosulfate; N-methyl-1-quinolinium hexafluorophosphate / 1,1-dichloroethane; toluene / 3 h / 20 °C / Molecular sieve; Irradiation

9.1: 3-chloro-benzenecarboperoxoic acid; scandium tris(trifluoromethanesulfonate) / dichloromethane / 3 h / 0 °C / Inert atmosphere

9.2: 0.5 h / 0 °C / Inert atmosphere

10.1: potassium carbonate / methanol / 20 °C / Inert atmosphere

11.1: lead(IV) tetraacetate / benzene / 0.08 h / 0 °C / Inert atmosphere

12.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Inert atmosphere

13.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 20 °C / Inert atmosphere

With dmap; borax; Oxone; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; zirconocene dichloride; oxalyl dichloride; water; sodium acetate; lead(IV) tetraacetate; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; sodium hydride; potassium carbonate; sodium thiosulfate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; N-methyl-1-quinolinium hexafluorophosphate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; 1,1-dichloroethane; Dimethoxymethane; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 6.2: Suzuki coupling / 7.1: Shi epoxidation reaction / 7.2: Shi epoxidation reaction;
DOI:10.1002/anie.201007757

Reference yield:

: 1312080-46-8
(E)-6-(tert-butyldiphenylsiloxy)-2-iodohex-2-en-1-ol

: 1312080-56-0
(R)-((2R,3S,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)tetrahydro-2H-pyran-3-yl)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 1-methyl-1H-imidazole / toluene / 0 - 20 °C / Inert atmosphere

2.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2.2: 72 h / Inert atmosphere

3.1: Oxone; borax; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one / Dimethoxymethane; water; acetonitrile / 3 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: sodium acetate; sodium thiosulfate; N-methyl-1-quinolinium hexafluorophosphate / 1,1-dichloroethane; toluene / 3 h / 20 °C / Molecular sieve; Irradiation

5.1: 3-chloro-benzenecarboperoxoic acid; scandium tris(trifluoromethanesulfonate) / dichloromethane / 3 h / 0 °C / Inert atmosphere

5.2: 0.5 h / 0 °C / Inert atmosphere

6.1: potassium carbonate / methanol / 20 °C / Inert atmosphere

7.1: lead(IV) tetraacetate / benzene / 0.08 h / 0 °C / Inert atmosphere

8.1: sodium tetrahydroborate / methanol / 1 h / 20 °C / Inert atmosphere

9.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 1 h / 20 °C / Inert atmosphere

With 1-methyl-1H-imidazole; dmap; borax; Oxone; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; sodium acetate; lead(IV) tetraacetate; tetra(n-butyl)ammonium hydrogensulfate; edetate disodium; potassium carbonate; sodium thiosulfate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; N-methyl-1-quinolinium hexafluorophosphate; (3aS,4'R,7aS)-2,2,2',2'-tetramethyldihydrospiro[[1,3]dioxolo-[4,5-c]pyran-6,4'-[1,3]dioxolan]-7(7aH)-one; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; 1,1-dichloroethane; Dimethoxymethane; dichloromethane; water; toluene; acetonitrile; benzene; 2.2: Suzuki coupling / 3.1: Shi epoxidation reaction / 3.2: Shi epoxidation reaction;
DOI:10.1002/anie.201007757