(6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

Base Information

Chemical Name:(6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one
CAS No.:473543-42-9
Molecular Formula:C₁₆H₁₈O₄
Molecular Weight:274.317
Hs Code.:

Synonyms:(6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

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Chemical Property of (6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

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Technology Process of (6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

There total 9 articles about (6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one 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: 84.0%

: 473543-40-7
(1S)-1-[(4S,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]but-3-enyl acrylate

: 473543-42-9
(6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 20 ℃;
DOI:10.1246/bcsj.80.387

Reference yield:

: 473543-37-2
(4S-cis)-5-phenyl-2,2-dimethyl-1,3-dioxolane-4-methanol acetate

: 473543-42-9
(6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / potassium carbonate / methanol / 0.5 h

2: 62 percent / NMO; tetrapropylammonium perruthenate(VII); molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

3: lithium perchlorate / diethyl ether / 4 h / 18 °C

4: 52 percent / DMAP / tetrahydrofuran / -20 - 18 °C

5: 73 percent / dimethyl sulfoxide / (Cy₃P)2Cl₂Ru=CHPh / CH₂Cl₂ / 16 h / 18 °C

With dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; lithium perchlorate; potassium carbonate; dimethyl sulfoxide; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1071/CH02242

Reference yield:

: 162600-00-2
((4S,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl)methanol

: 473543-42-9
(6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / NMO; tetrapropylammonium perruthenate(VII); molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 0 °C

2: lithium perchlorate / diethyl ether / 4 h / 18 °C

3: 52 percent / DMAP / tetrahydrofuran / -20 - 18 °C

4: 73 percent / dimethyl sulfoxide / (Cy₃P)2Cl₂Ru=CHPh / CH₂Cl₂ / 16 h / 18 °C

With dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; lithium perchlorate; dimethyl sulfoxide; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1071/CH02242