(3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

Base Information

Chemical Name:(3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole
CAS No.:342600-29-7
Molecular Formula:C₂₄H₂₇NO₃
Molecular Weight:377.483
Hs Code.:

Synonyms:(3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

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Chemical Property of (3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

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Technology Process of (3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

There total 5 articles about (3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole 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:

: 106-95-6
allyl bromide

: 342600-27-5
(3aS,9bS)-2,2-dimethyl-1-(3-phenylpropanoyl)-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

: 342600-29-7
(3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 22 ℃; for 0.166667h;

Reference yield:

: 106-95-6
allyl bromide

: 342600-27-5
(3aS,9bS)-2,2-dimethyl-1-(3-phenylpropanoyl)-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

: (3aS,9bS)-1-[(2R)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

: 342600-29-7
(3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -45 ℃; for 2h;
DOI:10.1016/j.tetasy.2003.09.023

Reference yield:

: 645-45-4
hydrocinnamic acid chloride

: 342600-29-7
(3aS,9bS)-1-[(2S)-2-benzylpent-4-enoyl]-2,2-dimethyl-1,3a,4,9b-tetrahydro-2H-chromeno[4,3-d][1,3]oxazole

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 20 - 45 °C

2: 180 g / methanesulfonic acid / tetrahydrofuran / 35 - 60 °C

3: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 2 h / -45 °C

With methanesulfonic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/j.tetasy.2003.09.023