(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Base Information

Chemical Name:(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine
CAS No.:207977-96-6
Molecular Formula:C₂₄H₃₃NO₂S
Molecular Weight:399.598
Hs Code.:

Synonyms:(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

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Chemical Property of (2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

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Technology Process of (2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

There total 5 articles about (2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine 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:

: 3168-90-9
1-(2-methylcyclopent-1-enyl)ethanone

: 207977-96-6
(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 52 percent / KOCl

2: 75 percent / LiAlH₄ / diethyl ether / Ambient temperature

3: 70 percent / NBS, Me₂S / CH₂Cl₂ / 3.5 h / 0 - 20 °C

4: 1.) LDA / 1.) THF, 0 deg C, 20 min, 2.) THF, a) 0 deg C, 5 min, b) RT, 20 min

With N-Bromosuccinimide; lithium aluminium tetrahydride; potassium hypochlorite; dimethylsulfide; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1021/ja9804159

Reference yield:

: 67209-77-2
2-methyl-cyclopent-1-enecarboxylic acid

: 207977-96-6
(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / LiAlH₄ / diethyl ether / Ambient temperature

2: 70 percent / NBS, Me₂S / CH₂Cl₂ / 3.5 h / 0 - 20 °C

3: 1.) LDA / 1.) THF, 0 deg C, 20 min, 2.) THF, a) 0 deg C, 5 min, b) RT, 20 min

With N-Bromosuccinimide; lithium aluminium tetrahydride; dimethylsulfide; lithium diisopropyl amide; In diethyl ether; dichloromethane;
DOI:10.1021/ja9804159

Reference yield:

: 155395-70-3
(2S,3S,8aR)-3-Methoxymethyl-8a-methyl-2-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-one

: 207977-96-6
(2S,3S,8aR)-3-Methoxymethyl-6,8a-dimethyl-5-(2-methyl-cyclopent-1-enylmethylsulfanyl)-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C, 15 min, 2.) THF, a) -78 deg C, 15 min, b) RT, 1 h

2: 87 percent / Belleau's reagent / toluene / 1 h / Heating

3: 1.) LDA / 1.) THF, 0 deg C, 20 min, 2.) THF, a) 0 deg C, 5 min, b) RT, 20 min

With 2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides; lithium diisopropyl amide; In toluene;
DOI:10.1021/ja9804159