Technology Process of (1R,2R,3R,5R,6R)-2-amino-2-carbamoyl-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxylic acid
There total 4 articles about (1R,2R,3R,5R,6R)-2-amino-2-carbamoyl-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide citrate;
With
water; dihydrogen peroxide; sodium hydroxide;
at 20 - 51 ℃;
for 3.75h;
With
hydrogenchloride;
In
water;
at 20 ℃;
for 1h;
Product distribution / selectivity;
Cooling with ice;
- Guidance literature:
-
Multi-step reaction with 6 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: ammonia / methanol / 1.15 h / 17 - 25 °C / Inert atmosphere
4.2: 4.63 h / 0 - 25 °C
4.3: 20.58 h / -6 - 0 °C
5.1: acetic acid / 15.83 h / 26 - 27 °C
6.1: sodium hydroxide; water; dihydrogen peroxide / 3.75 h / 20 - 51 °C
6.2: 1 h / 20 °C / Cooling with ice
With
trifluorormethanesulfonic acid; ammonia; water; dihydrogen peroxide; triethylamine; sodium hydroxide;
In
TETRAHYDROPYRANE; methanol; acetic acid; toluene;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: trifluorormethanesulfonic acid / TETRAHYDROPYRANE / 1.75 h / 24 - 31 °C
2.1: ammonia / methanol / 1.15 h / 17 - 25 °C / Inert atmosphere
2.2: 4.63 h / 0 - 25 °C
2.3: 20.58 h / -6 - 0 °C
3.1: acetic acid / 15.83 h / 26 - 27 °C
4.1: sodium hydroxide; water; dihydrogen peroxide / 3.75 h / 20 - 51 °C
4.2: 1 h / 20 °C / Cooling with ice
With
trifluorormethanesulfonic acid; ammonia; water; dihydrogen peroxide; sodium hydroxide;
In
TETRAHYDROPYRANE; methanol; acetic acid;
![(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide citrate](/Databaselist/images/loading.webp)
