(3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Base Information

Chemical Name:(3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran
CAS No.:137845-11-5
Molecular Formula:C₂₂H₂₈O₆S
Molecular Weight:420.527
Hs Code.:

Synonyms:(3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

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Chemical Property of (3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

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Technology Process of (3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

There total 3 articles about (3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 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: 41.0%

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 137845-06-8
Acetic acid (Z)-3-phenylsulfanyl-2-trimethylsilanylmethyl-allyl ester

: 137845-11-5
(3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: With benzenesulfonamide; palladium diacetate; triisopropyl phosphite; trimethylsilyl acetate; In toluene; at 65 - 95 ℃;
DOI:10.1021/ja00023a094

Reference yield:

: 89005-19-6
3-(phenylsulfanyl)propargyl alcohol

: 137845-11-5
(3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / s-C₄H₉MgCl, CuCl / diethyl ether

2: 99 percent / C₅H₅N, DMAP / CH₂Cl₂ / 0 °C

3: 41 percent / (CH₃)3SnOAc, BSA, Pd(OAc)2, (i-PrO)3P / toluene / 65 - 95 °C

With pyridine; benzenesulfonamide; dmap; palladium diacetate; triisopropyl phosphite; trimethylsilyl acetate; s-butylmagnesium chloride; copper(l) chloride; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja00023a094

Reference yield:

: (Z)-3-(phenylthio)-2-((trimethylsilyl)methyl)prop-2-en-1-ol

: 137845-11-5
(3aR,5S,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-5-(4-methylene-3-phenylsulfanyl-tetrahydro-furan-2-yl)-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / C₅H₅N, DMAP / CH₂Cl₂ / 0 °C

2: 41 percent / (CH₃)3SnOAc, BSA, Pd(OAc)2, (i-PrO)3P / toluene / 65 - 95 °C

With pyridine; benzenesulfonamide; dmap; palladium diacetate; triisopropyl phosphite; trimethylsilyl acetate; In dichloromethane; toluene;
DOI:10.1021/ja00023a094