(3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Base Information

• Chemical Name: (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran
• CAS No.: 693272-49-0
• Molecular Formula: C₃₇H₃₈O₆
• Molecular Weight: 578.705

Synonyms:(3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Chemical Property of (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

Chemical Property:

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Technology Process of (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

There total 3 articles about (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-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: 78.0%

4-biphenylyldiphenylmethanol (38696-14-9) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran (693272-49-0)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; for 15h; Heating;

DOI:10.1081/SCC-120028367

Reference yield:

biphenyl-4-yl-phenyl-methanone (2128-93-0) → (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran (693272-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / tetrahydrofuran / 2 h / 20 °C

2: 78 percent / Yb(OTf)3 / CH₂Cl₂ / 15 h / Heating

With ytterbium(III) triflate; In tetrahydrofuran; dichloromethane;

DOI:10.1081/SCC-120028367

Reference yield:

phenylmagnesium bromide → (3aR,5R,5aS,8aS,8bR)-5-(Biphenyl-4-yl-diphenyl-methoxymethyl)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran (693272-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / tetrahydrofuran / 2 h / 20 °C

2: 78 percent / Yb(OTf)3 / CH₂Cl₂ / 15 h / Heating

With ytterbium(III) triflate; In tetrahydrofuran; dichloromethane;

DOI:10.1081/SCC-120028367

upstream raw materials:

4-biphenylyldiphenylmethanol

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

biphenyl-4-yl-phenyl-methanone

Downstream raw materials:

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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