(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Base Information

Chemical Name:(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid
CAS No.:1378081-68-5
Molecular Formula:C₁₈H₁₈Cl₂N₄O₅S
Molecular Weight:473.337
Hs Code.:

(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

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Chemical Property of (1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

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Technology Process of (1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

There total 8 articles about (1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic 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:

: 1377990-49-2
di-tert-butyl (1R,2R,3S,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(3,4-dichlorophenyl)methoxy]-4-[(2-methyl-1,2,4-triazol-3-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1378081-68-5
(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: With acetic acid; In water; at 140 ℃; Microwave irradiation;
DOI:10.1016/j.bmcl.2016.10.067

Reference yield:

: 1377990-35-6
di-tert-butyl (1S,2R,3S,4R,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-[(methylsulfonyl)oxy]bicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1378081-68-5
(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 80 °C

2: acetic acid / water / 140 °C / Microwave irradiation

With potassium carbonate; acetic acid; In water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2016.10.067

Reference yield:

: 635318-04-6
(1S,2S,5R,6R)-di-tert-butyl 2-[(tert-butoxycarbonyl)amino]-4-oxobicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1378081-68-5
(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: L-Selectride / tetrahydrofuran / 0 °C

2: triethylamine

3: tetrabutyl ammonium fluoride / tetrahydrofuran / Reflux

4: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone; water

5: silver(l) oxide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide

6: triethylamine / tetrahydrofuran / 0 - 20 °C

7: potassium carbonate / N,N-dimethyl-formamide / 80 °C

8: acetic acid / water / 140 °C / Microwave irradiation

With osmium(VIII) oxide; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; L-Selectride; potassium carbonate; acetic acid; 4-methylmorpholine N-oxide; triethylamine; silver(l) oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2016.10.067