(2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

Base Information

Chemical Name:(2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate
CAS No.:1309678-67-8
Molecular Formula:C₂₃H₂₇NO₃
Molecular Weight:365.472
Hs Code.:

Synonyms:(2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

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Chemical Property of (2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

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Technology Process of (2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

There total 5 articles about (2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate 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:

: 1016652-30-4
(S)-(Z)-1-phenyl-4-hexen-3-ol

: 1309678-67-8
(2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / -10 °C / Inert atmosphere

1.2: 0.08 h / Inert atmosphere

2.1: dipotassium hydrogenphosphate / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

3.1: hydrazine hydrate / ethanol / 4 h / 20 °C / Inert atmosphere

4.1: water; toluene / 12 h / 100 °C / Molecular sieve; Inert atmosphere

With dipotassium hydrogenphosphate; hydrazine hydrate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja202900h

Reference yield:

: 1309678-66-7
O-benzoyl-N-((1S,2S,E)-2-methyl-1,6-diphenylhex-3-enyl)hydroxylamine

: 1309678-67-8
(2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 4 h / 20 °C / Inert atmosphere

2: water; toluene / 12 h / 100 °C / Molecular sieve; Inert atmosphere

With hydrazine hydrate; In ethanol; water; toluene;
DOI:10.1021/ja202900h

Reference yield:

: 1309678-65-6
(1S,2S,E)-2-methyl-1,6-diphenylhex-3-en-1-amine

: 1309678-67-8
(2S,3R,4S,5R,6S)-ethyl 5-methyl-3-phenethyl-6-phenyl-7-oxa-1-azabicyclo[2.2.1]-heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: dipotassium hydrogenphosphate / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

2: hydrazine hydrate / ethanol / 4 h / 20 °C / Inert atmosphere

3: water; toluene / 12 h / 100 °C / Molecular sieve; Inert atmosphere

With dipotassium hydrogenphosphate; hydrazine hydrate; In ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja202900h