(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

Base Information

Chemical Name:(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene
CAS No.:172936-73-1
Molecular Formula:C₂₈H₂₉NO₆
Molecular Weight:475.541
Hs Code.:

Synonyms:(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

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Chemical Property of (2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

Chemical Property:

Purity/Quality:

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Technology Process of (2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

There total 20 articles about (2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene 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:

: 172937-73-4
(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-t-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene

: 584-08-7
potassium carbonate

: 105-36-2
ethyl bromoacetate

: 172936-73-1
(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 314289-74-2
diphenylcarbamic acid ((2R)-2,5-dihydroxy-1,2,3,4-tetrahydronaphth-2-yl)methyl ester

: 105-36-2
ethyl bromoacetate

: 172936-73-1
(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.04.047

Reference yield:

: 28315-93-7
5-Hydroxy-1-tetralone

: 172936-73-1
(2R)-2-hydroxy-2-(N,N-diphenylcarbamoyloxymethyl)-5-ethoxycarbonylmethoxy-1,2,3,4-tetrahydronaphthalene

Guidance literature:: Multi-step reaction with 11 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 85 - 90 °C / Large scale

2.1: sodium tetrahydroborate / toluene; ethanol / 1 h / 5 - 30 °C / Large scale

3.1: potassium hydrogensulfate / toluene / 1 h / Reflux; Large scale

4.1: 3-chloro-benzenecarboperoxoic acid / toluene / 1.5 h / 5 - 30 °C / Large scale

5.1: toluene-4-sulfonic acid / toluene / 1 h / 85 - 90 °C / Large scale

6.1: trimethylsulfoxonium iodide; potassium tert-butylate / toluene / 2 h / 20 - 80 °C / Large scale

6.2: Large scale

7.1: toluene-4-sulfonic acid / tetrahydrofuran; water / 3 h / 20 - 35 °C / Large scale

8.1: methanesulfonyl chloride; 4-methyl-morpholine / tetrahydrofuran / 1 h / 20 - 30 °C / Large scale

8.2: 1 h / -10 - -5 °C / Large scale

8.3: 3.5 h / 20 - 30 °C / Large scale

9.1: pyridine / 4.5 h / 97 - 102 °C / Large scale

10.1: ammonium formate; palladium 10% on activated carbon / tetrahydrofuran; water; methanol / 3.5 h / 20 - 30 °C / Large scale

11.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 - 30 °C / Large scale

11.2: 22.5 h / 20 - 30 °C / Large scale

With 4-methyl-morpholine; pyridine; sodium tetrahydroborate; potassium hydrogensulfate; palladium 10% on activated carbon; potassium tert-butylate; ammonium formate; trimethylsulfoxonium iodide; potassium carbonate; toluene-4-sulfonic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; 5.1: |Meinwald Rearrangement;
DOI:10.1021/op3003085