(1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

Base Information

Chemical Name:(1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene
CAS No.:1333326-51-4
Molecular Formula:C₂₀H₂₃NO₃
Molecular Weight:325.408
Hs Code.:

Synonyms:(1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

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Technology Process of (1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

There total 2 articles about (1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene 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: 66.0%

: (cis)-2a,6b-bis-hydroxymethyl-benzo-7-oxa-bicyclo[2.2.1]hept-5-ene

: 103-67-3
benzyl-methyl-amine

: 1333326-51-4
(1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; In tetrahydrofuran; at 60 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201101773

Reference yield:

: 118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4
anthranilic acid

: 1333326-51-4
(1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid; isopentyl nitrite / tetrahydrofuran / 0 - 20 °C

1.2: 1.5 h / 60 °C / Inert atmosphere

2.1: bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene / tetrahydrofuran / 1 h / 60 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; trifluoroacetic acid; isopentyl nitrite; In tetrahydrofuran;
DOI:10.1002/anie.201101773

Reference yield:

: 1333326-51-4
(1R,2R)-2-(benzyl(methyl)amino)-1,4-dihydroxymethyl-1-hydroxy-1,2-dihydronaphthalene

: 1333326-52-5
(1R,3R,4R)-3-(benzyl(methyl)amino)-4-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1,4-olide

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; triethylamine; In tetrahydrofuran; at 60 ℃; for 16h; enantioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1002/anie.201101773