(2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

Base Information

Chemical Name:(2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide
CAS No.:522638-94-4
Molecular Formula:C₁₆H₂₂N₂O₄
Molecular Weight:306.362
Hs Code.:

Synonyms:(2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

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Chemical Property of (2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

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Technology Process of (2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

There total 3 articles about (2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide 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:

: 105104-40-3
Okahara's reagent

: 522638-94-4
(2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA; HMPA / tetrahydrofuran; hexane / 0.5 h / -70 °C

1.2: 56 percent / tetrahydrofuran / 3 h / -70 °C

2.1: 84 percent / BF₃*Et₂O / diethyl ether / 1 h / -70 °C

3.1: 86 percent / K₂CO₃; H₂O₂ / methanol / 20 - 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; boron trifluoride diethyl etherate; dihydrogen peroxide; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane;
DOI:10.1002/ejoc.200390028

Reference yield:

: 101986-32-7
(-)-N-cyanomethyl-4-phenyl-1,3-oxazolidine

: 522638-94-4
(2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA; HMPA / tetrahydrofuran; hexane / 0.5 h / -70 °C

1.2: 56 percent / tetrahydrofuran / 3 h / -70 °C

2.1: 84 percent / BF₃*Et₂O / diethyl ether / 1 h / -70 °C

3.1: 86 percent / K₂CO₃; H₂O₂ / methanol / 20 - 40 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; boron trifluoride diethyl etherate; dihydrogen peroxide; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane;
DOI:10.1002/ejoc.200390028

Reference yield:

: 522638-88-6
(S)-4-Methoxymethoxy-2-((R)-4-phenyl-oxazolidin-3-yl)-pent-4-enenitrile

: 522638-94-4
(2R,7S)-5-Methoxymethoxy-2-phenyl-4-oxa-1-aza-bicyclo[3.2.2]nonane-7-carboxylic acid amide

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / BF₃*Et₂O / diethyl ether / 1 h / -70 °C

2: 86 percent / K₂CO₃; H₂O₂ / methanol / 20 - 40 °C

With boron trifluoride diethyl etherate; dihydrogen peroxide; potassium carbonate; In methanol; diethyl ether;
DOI:10.1002/ejoc.200390028