(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

Base Information

Chemical Name:(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide
CAS No.:1308835-54-2
Molecular Formula:C₁₅H₁₄Cl₂FN₃O₂
Molecular Weight:358.199
Hs Code.:

Synonyms:(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

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Chemical Property of (1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

Chemical Property:

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Technology Process of (1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

There total 5 articles about (1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide 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:

: 7677-24-9
trimethylsilyl cyanide

: 1308835-50-8
ethyl (1R,3R,5R,6R)-3-[(3,4-dichloro benzyl)oxy]-6-fluoro-2-oxo bicyclo[3.1.0]hexane-6-carboxylate

: 1308835-53-1
(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

: 1308835-54-2
(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

Guidance literature:: ethyl (1R,3R,5R,6R)-3-[(3,4-dichloro benzyl)oxy]-6-fluoro-2-oxo bicyclo[3.1.0]hexane-6-carboxylate; With titanium(IV) isopropylate; ammonia; In methanol; at 25 ℃; for 7h; Inert atmosphere;

trimethylsilyl cyanide; In methanol; at 0 - 19 ℃; for 18h;

Reference yield:

: 1308835-40-6
ethyl (1R,3R,5R,6R)-6-fluoro-3-hydroxy-2-oxo bicyclo[3.1.0]hexane-6-carboxylate

: 1308835-53-1
(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

: 1308835-54-2
(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluorormethanesulfonic acid / TETRAHYDROPYRANE / 1.75 h / 24 - 31 °C

2.1: titanium(IV) isopropylate; ammonia / methanol / 7 h / 25 °C / Inert atmosphere

2.2: 18 h / 0 - 19 °C

With titanium(IV) isopropylate; trifluorormethanesulfonic acid; ammonia; In TETRAHYDROPYRANE; methanol;

Reference yield:

: 260353-79-5
ethyl (-)-(1R,5R,6R)-6-fluoro-2-oxobicyclo[3.1.0]hexane-6-carboxylate

: 1308835-53-1
(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

: 1308835-54-2
(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / toluene / 5 °C

2.1: dihydrogen peroxide / toluene / 1.33 h / 30 - 45 °C

3.1: trifluorormethanesulfonic acid / TETRAHYDROPYRANE / 1.75 h / 24 - 31 °C

4.1: titanium(IV) isopropylate; ammonia / methanol / 7 h / 25 °C / Inert atmosphere

4.2: 18 h / 0 - 19 °C

With titanium(IV) isopropylate; trifluorormethanesulfonic acid; ammonia; dihydrogen peroxide; triethylamine; In TETRAHYDROPYRANE; methanol; toluene;