(2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

Base Information

Chemical Name:(2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone
CAS No.:1028289-73-7
Molecular Formula:C₃₀H₃₅NO₃
Molecular Weight:457.613
Hs Code.:

Synonyms:(2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

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Chemical Property of (2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

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Technology Process of (2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

There total 6 articles about (2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone 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:

: 848034-07-1
(2S,3R)-N-(8-mentholyl)-3-benzyloxy-3-(2-furyl)-2-phenyl-azetidine

: 1028289-73-7
(2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

Guidance literature:: With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0481497

Reference yield:

: 848033-62-5
(2S,4aS,7R,8aR)-N-benzyl-2-(N-methyl-N-methoxyaminocarbonyl)-4,4,7-trimethyloctahydrobenzo[e][1,3]oxazine

: 1028289-73-7
(2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / -78 - -30 °C

1.2: 81 percent / tetrahydrofuran / 0.33 h / -30 - -20 °C

2.1: 55 percent / acetonitrile / 3 h / 25 °C / Irradiation

3.1: NaH / tetrahydrofuran / 90 h / 20 °C

4.1: LiAlH₄; AlCl₃ / tetrahydrofuran / 3 h / Heating

5.1: pyridinium chlrochromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; 3 A molecular sieve; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile; 2.1: Yang photocyclization;
DOI:10.1021/jo0481497

Reference yield:

: 848033-95-4
(1S,2S,2aS,3aR,5R,7aS)-2-(2-furyl)-1-phenyl-5,8,8-trimethyl-octahydro-1H,3aH-azeto[2,1-b][1,3]benzoxazin-2-ol

: 1028289-73-7
(2S,5R)-2-[1-((2S,3R)-3-Benzyloxy-3-furan-2-yl-2-phenyl-azetidin-1-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 90 h / 20 °C

2: LiAlH₄; AlCl₃ / tetrahydrofuran / 3 h / Heating

3: pyridinium chlrochromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 20 °C

With lithium aluminium tetrahydride; aluminium trichloride; 3 A molecular sieve; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0481497