(1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate>

Base Information

• Chemical Name: (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate>
• CAS No.: 157506-26-8
• Molecular Formula: C₂₄H₂₄N₂O₆
• Molecular Weight: 436.464

Synonyms:(1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate>

Chemical Property of (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate>

Chemical Property:

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Technology Process of (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate>

There total 4 articles about (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>dec-4-en-2-endo-yl(1S)-camphanate> 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: 80.0%

(1R,2S,4R,5R,6S)-<3-benzoyl-6-exo-cyano-8-oxa-3-azatricyclo<3.2.1.02,4>oct-6-endo-yl(1S)-camphanate> → (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.02,6>dec-4-en-2-endo-yl(1S)-camphanate> (157506-26-8)

Guidance literature:

With trifluorormethanesulfonic acid; In various solvent(s); at 80 ℃; for 1h;

DOI:10.1016/0008-6215(94)80034-0

Reference yield:

(1R,2R,4R)-2-exo-cyano-7-oxabicyclo<2.2.1>hept-5-en-2-endo-yl(1S)-camphanate (88764-13-0) → (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.02,6>dec-4-en-2-endo-yl(1S)-camphanate> (157506-26-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) acetone, 50 deg C, 2 d, 2.) acetone, 0 deg C, 2 h, irrad.

2: 99 percent / CF₃COOH / CH₂Cl₂ / 15 h

3: 90 percent / Et₃N / CH₂Cl₂ / 15 h

4: 80 percent / CF₃SO₃H / various solvent(s) / 1 h / 80 °C

With trifluorormethanesulfonic acid; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/0008-6215(94)80034-0

Reference yield:

(1R,2S,4R,5R,6S)-<6-exo-cyano-8-oxa-3-azatricyclo<3.2.1.02,4>oct-6-endo-yl(1S)-camphanate> → (1R,2R,6R,7R,9S)-<9-exo-cyano-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.02,6>dec-4-en-2-endo-yl(1S)-camphanate> (157506-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 15 h

2: 80 percent / CF₃SO₃H / various solvent(s) / 1 h / 80 °C

With trifluorormethanesulfonic acid; triethylamine; In dichloromethane;

DOI:10.1016/0008-6215(94)80034-0

upstream raw materials:

(1R,2R,4R)-2-exo-cyano-7-oxabicyclo<2.2.1>hept-5-en-2-endo-yl(1S)-camphanate

Downstream raw materials:

methyl 3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranuronate

(1R,2R,6R,7R)-9-<<(tert-butyl)dimethylsilyl>oxy>-4-phenyl-3,10-dioxa-5-azatricyclo<5.2.1.0^2,6>deca-4,8-diene

3-amino-1,5-anhydro-2-O,3-N-benzoyl-3-deoxy-α-L-talofuranose

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