3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

Base Information

Chemical Name:3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde
CAS No.:303068-08-8
Molecular Formula:C₂₉H₃₆N₂O₆
Molecular Weight:508.615
Hs Code.:

Synonyms:3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

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Chemical Property of 3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

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Technology Process of 3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

There total 14 articles about 3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde 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: 99.0%

: 870456-21-6
3-(2-tert-butoxycarbonylamino-ethyl)-4-[3-(2,3-dihydroxy-propyl)-2-methoxy-phenyl]-indole-1-carboxylic acid tert-butyl ester

: 303068-08-8
3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

Guidance literature:: With sodium periodate; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1039/b510653b

Reference yield: 83.0%

: 303068-07-7
4-(3-allyl-2-methoxyphenyl)-N,N'-di-tert-butoxycarbonyltryptamine

: 303068-08-8
3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

Guidance literature:: 4-(3-allyl-2-methoxyphenyl)-N,N'-di-tert-butoxycarbonyltryptamine; With osmium (III) chloride; potassium carbonate; potassium hexacyanoferrate(III); Quinuclidine; In water; tert-butyl alcohol;

With sodium periodate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)01121-7

Reference yield:

: 17269-81-7
2-bromo-6-(2-propenyl)phenol

: 303068-08-8
3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenylacetaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / K₂CO₃ / acetone / Heating

2.1: t-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: hexane; tetrahydrofuran / 1 h / 20 °C

3.1: 0.6 g / aq. HCl

4.1: 85 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / Heating

5.1: 84 percent / OsCl₃; K₃Fe(CN)6; aq. K₂CO₃ / quinuclidine / 2-methyl-propan-2-ol / 48 h

6.1: 99 percent / aq. NaIO₄ / tetrahydrofuran / 2.5 h / 20 °C

With hydrogenchloride; sodium periodate; osmium (III) chloride; tert.-butyl lithium; sodium carbonate; potassium carbonate; potassium hexacyanoferrate(III); Quinuclidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; acetone; tert-butyl alcohol; 4.1: Suzuki coupling;
DOI:10.1039/b510653b