(R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

Base Information

Chemical Name:(R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate
CAS No.:1199827-78-5
Molecular Formula:C₁₉H₁₉NO₄
Molecular Weight:325.364
Hs Code.:

Synonyms:(R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

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Chemical Property of (R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

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Technology Process of (R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

There total 4 articles about (R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate 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: 56.8%

: 67-56-1
methanol

: 1199827-76-3
(R)-benzyl 5-bromo-2,3-dihydro-1H-inden-2-ylcarbamate

: 13939-06-5,199620-15-0
molybdenum hexacarbonyl

: 1199827-78-5
(R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); In acetonitrile; at 150 ℃; for 0.5h; CEM microwave vial;

Reference yield:

: 67-56-1
methanol

: 1199827-76-3
(R)-benzyl 5-bromo-2,3-dihydro-1H-inden-2-ylcarbamate

: 1199827-78-5
(R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

Guidance literature:: With acetoxy(2-(di(o-tolyl)phosphino)benzyl)palladium; 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 150 ℃; Microwave irradiation;
DOI:10.1016/j.bmcl.2010.11.098

Reference yield:

: 2338-18-3
2-aminoindane hydrochloride

: 1199827-78-5
(R)-methyl 2-(benzyloxycarbonylamino)-2,3-dihydro-1H-indene-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: bromine / water / 1.67 h / 58 - 60 °C / Inert atmosphere of N₂

1.2: 20 - 60 °C

2.1: 4-methyl-morpholine / methanol / 4 h / 20 - 65 °C

3.1: potassium carbonate / water; ethyl acetate / 20 °C / Cooling with ice bath

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate; molybdenum hexacarbonyl / 0.5 h / 150 °C / Irradiation with microwave

With 4-methyl-morpholine; bromine; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate; molybdenum hexacarbonyl; In methanol; water; ethyl acetate;