(1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

Base Information

Chemical Name:(1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol
CAS No.:1631977-93-9
Molecular Formula:C₂₆H₂₇NO₄
Molecular Weight:417.505
Hs Code.:

Synonyms:(1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

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Chemical Property of (1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

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Technology Process of (1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

There total 3 articles about (1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol 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: 81.0%

: 1631977-88-2
(1R,5S,6R,8S,9R)-2-benzyl-6-(4-bromophenyl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

: 98-80-6
phenylboronic acid

: 1631977-93-9
(1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; at 70 ℃; for 48h; Inert atmosphere; Sealed tube;
DOI:10.3762/bjoc.10.182

Reference yield:

: 1631977-87-1
C₂₀H₂₀BrNO₄

: 1631977-93-9
(1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

Guidance literature:: Multi-step reaction with 2 steps

1: L-Selectride / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 48 h / 70 °C / Inert atmosphere; Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; L-Selectride; sodium carbonate; In tetrahydrofuran; water; 2: |Suzuki Coupling;
DOI:10.3762/bjoc.10.182

Reference yield:

: (3S)-2-benzyl-3-[(4S)-2-(4-bromophenyl)-1,3-dioxolan-4-yl]-4-[2-(trimethylsilyl)-ethoxy]-3,6-dihydro-2H-1,2-oxazine

: 1631977-93-9
(1R,5S,6R,8S,9R)-2-benzyl-6-(biphenyl-4-yl)-8-(hydroxymethyl)-3,7-dioxa-2-azabicyclo[3.3.1]nonan-9-ol

Guidance literature:: Multi-step reaction with 3 steps

1: tin(IV) chloride / acetonitrile / 18 h / -30 °C / Inert atmosphere

2: L-Selectride / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 48 h / 70 °C / Inert atmosphere; Sealed tube

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(IV) chloride; L-Selectride; sodium carbonate; In tetrahydrofuran; water; acetonitrile; 3: |Suzuki Coupling;
DOI:10.3762/bjoc.10.182