9-Oxabicyclo[4.2.1]nonan-3-one, 7-(phenylmethoxy)-, (1R,6R,7S)-

Base Information

Chemical Name:9-Oxabicyclo[4.2.1]nonan-3-one, 7-(phenylmethoxy)-, (1R,6R,7S)-
CAS No.:494212-30-5
Molecular Formula:C15H18O3
Molecular Weight:246.306
Hs Code.:

Synonyms:

Suppliers and Price of 9-Oxabicyclo[4.2.1]nonan-3-one, 7-(phenylmethoxy)-, (1R,6R,7S)-

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Chemical Property of 9-Oxabicyclo[4.2.1]nonan-3-one, 7-(phenylmethoxy)-, (1R,6R,7S)-

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Technology Process of 9-Oxabicyclo[4.2.1]nonan-3-one, 7-(phenylmethoxy)-, (1R,6R,7S)-

There total 5 articles about 9-Oxabicyclo[4.2.1]nonan-3-one, 7-(phenylmethoxy)-, (1R,6R,7S)- 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:

: 494211-87-9
(2R,3S,5S)-3-(benzyloxy)-5-methoxy-2-[3-(phenylthio)but-3-enyl]tetrahydrofuran

: 494212-30-5
(1R,6R,7S)-7-(benzyloxy)-9-oxabicyclo[4.2.1]nonan-3-one

Guidance literature:: (2R,3S,5S)-3-(benzyloxy)-5-methoxy-2-[3-(phenylthio)but-3-enyl]tetrahydrofuran; With boron trifluoride diethyl etherate; at -30 - 0 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; at 0 - 23 ℃; Further stages.;
DOI:10.1021/jo026163i

Reference yield:

: 104012-76-2
methyl 2-deoxy-3-O-benzyl-α-D-erythro-pentofuranoside

: 494212-30-5
(1R,6R,7S)-7-(benzyloxy)-9-oxabicyclo[4.2.1]nonan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.33 h / -78 °C

1.2: Et₃N / CH₂Cl₂ / 3 h / -78 - 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 - 23 °C

2.2: 869 mg / tetrahydrofuran; hexane / 4.5 h / -78 - 23 °C

3.1: tetrahydrofuran / 4 h / 0 - 23 °C

4.1: 556 mg / aqueous NaOH; tetrakis(triphenylphosphino)palladium / tetrahydrofuran; benzene / 4 h / Heating

5.1: BF₃*Et₂O / various solvent(s) / 5 h / -30 - 0 °C

5.2: 63 mg / aqueous HCl / tetrahydrofuran / 0 - 23 °C

With sodium hydroxide; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; tetrakis-(triphenylphosphino)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Swern oxidation / 2.2: Wittig reaction / 4.1: Suzuki cross-coupling;
DOI:10.1021/jo026163i

Reference yield:

: 161606-70-8
Methyl 3-O-benzyl-2-deoxy-5-α-D-erythro-pentodialdo-1,4-furanoside

: 494212-30-5
(1R,6R,7S)-7-(benzyloxy)-9-oxabicyclo[4.2.1]nonan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 - 23 °C

1.2: 869 mg / tetrahydrofuran; hexane / 4.5 h / -78 - 23 °C

2.1: tetrahydrofuran / 4 h / 0 - 23 °C

3.1: 556 mg / aqueous NaOH; tetrakis(triphenylphosphino)palladium / tetrahydrofuran; benzene / 4 h / Heating

4.1: BF₃*Et₂O / various solvent(s) / 5 h / -30 - 0 °C

4.2: 63 mg / aqueous HCl / tetrahydrofuran / 0 - 23 °C

With sodium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; tetrakis-(triphenylphosphino)-palladium⁽⁰⁾; In tetrahydrofuran; hexane; benzene; 1.2: Wittig reaction / 3.1: Suzuki cross-coupling;
DOI:10.1021/jo026163i