bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

Base Information

Chemical Name:bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride
CAS No.:1377990-15-2
Molecular Formula:C₂₅H₃₁Cl₂NO₁₂*ClH
Molecular Weight:644.888
Hs Code.:

bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

Synonyms:bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

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Chemical Property of bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

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Technology Process of bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

There total 12 articles about bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride 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: 95.0%

: 1377990-61-8
bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1377990-15-2
bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; for 0.75h; Product distribution / selectivity;

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

: 1377990-15-2
bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

Guidance literature:: Multi-step reaction with 11 steps

1.1: L-Selectride / tetrahydrofuran / 2 h / 0 °C / Industry scale; Inert atmosphere

1.2: 2.67 h / 0 °C

2.1: triethylamine / tetrahydrofuran / 0 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / Reflux

4.1: water; 4-methyl-morpholine / osmium(VIII) oxide / tert-butyl alcohol; acetone / 5 h / 20 °C

5.1: silver(l) oxide / tetrabutylammomium bromide / N,N-dimethyl-formamide / 20 °C

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

7.1: potassium carbonate; methanol / 16 h / 20 °C

8.1: hydrogenchloride; water / 1,4-dioxane / 4.5 h / 100 °C

9.1: triethylamine / 1,4-dioxane; water / 20 - 50 °C

10.1: potassium carbonate / sodium iodide / N,N-dimethyl-formamide / 18 h

11.1: hydrogenchloride / 1,4-dioxane / 0.75 h

With 4-methyl-morpholine; hydrogenchloride; methanol; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; water; L-Selectride; potassium carbonate; triethylamine; triphenylphosphine; silver(l) oxide; osmium(VIII) oxide; tetrabutylammomium bromide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 6.1: Mitsunobu reaction;

Reference yield:

: 1377990-30-1
di-tert-butyl (1S,2R,3S,4R,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3,4-dihydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1377990-15-2
bis({[(1-methylethoxy)carbonyl]oxy}methyl) (1S,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate hydrochloride

Guidance literature:: Multi-step reaction with 7 steps

1: silver(l) oxide / tetrabutylammomium bromide / N,N-dimethyl-formamide / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

3: potassium carbonate; methanol / 16 h / 20 °C

4: water; acetic acid / Reflux

5: sodium hydrogencarbonate / 1,4-dioxane; water / 432 h / 20 °C

6: potassium carbonate / sodium iodide / N,N-dimethyl-formamide / 18 h

7: hydrogenchloride / 1,4-dioxane / 0.75 h

With hydrogenchloride; methanol; di-isopropyl azodicarboxylate; water; sodium hydrogencarbonate; potassium carbonate; acetic acid; triphenylphosphine; silver(l) oxide; tetrabutylammomium bromide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; 2: Mitsunobu reaction;