(1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

Base Information

Chemical Name:(1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid
CAS No.:1308835-72-4
Molecular Formula:C₁₆H₁₃Cl₂FN₂O₅
Molecular Weight:403.194
Hs Code.:

Synonyms:(1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

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Chemical Property of (1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

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Technology Process of (1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

There total 5 articles about (1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid 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:

: 773837-37-9
sodium 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

: 506-87-6,6721-33-1,10361-29-2
ammonium carbonate

: 1308835-71-3
(1R,2R,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

: 1308835-72-4
(1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

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 water; sodium hydroxide; In methanol; at 20 ℃; for 2.66667h;

sodium cyanide; ammonium carbonate; In methanol; water; at 20 - 65 ℃; for 20h;

With hydrogenchloride; In methanol; water;

Reference yield:

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

: 1308835-71-3
(1R,2R,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

: 1308835-72-4
(1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: sodium hydroxide; water / methanol / 2.67 h / 20 °C

2.2: 20 h / 20 - 65 °C

With trifluorormethanesulfonic acid; water; sodium hydroxide; In TETRAHYDROPYRANE; methanol;

Reference yield:

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

: 1308835-71-3
(1R,2R,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

: 1308835-72-4
(1R,2S,3R,5R,6R)-3-[(3,4-dichlorobenzyl)oxy]-6-fluoro-2',5'-dioxospiro[bicyclo[3.1.0]hexane-2,4'-imidazolidine]-6-carboxylic acid

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: sodium hydroxide; water / methanol / 2.67 h / 20 °C

4.2: 20 h / 20 - 65 °C

With trifluorormethanesulfonic acid; water; dihydrogen peroxide; triethylamine; sodium hydroxide; In TETRAHYDROPYRANE; methanol; toluene;