2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

Base Information

Chemical Name:2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester
CAS No.:848467-52-7
Molecular Formula:C₂₅H₂₆N₂O₅
Molecular Weight:434.492
Hs Code.:

2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-<i>g</i>]indol-3-yl)-propionic acid methyl ester

Synonyms:2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

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Chemical Property of 2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

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Technology Process of 2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

There total 8 articles about 2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester 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: 80.0%

: 848467-51-6
3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-6-(1,1-dimethyl-prop-2-ynyloxy)-indole-1-carboxylic acid tert-butyl ester

: 848467-52-7
2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

Guidance literature:: In 1,2-dichloro-benzene; at 190 ℃; for 0.166667h;
DOI:10.1021/ja061660s

Reference yield:

: 5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

: 848467-52-7
2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: lithium triethylborohydride / tetrahydrofuran / 0.17 h / -78 °C

2: 75 percent / diazabicyclo[2.2.2]octane; tetrabutylammonium iodide / Pd(OAc)2 / dimethylformamide / 4 h / 85 °C

3: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; acetonitrile / 0.5 h / 25 °C

4: Mg / methanol / 2.5 h / 0 - 25 °C

5: 2.81 g / CuCl₂; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 0 °C

6: 1.51 g / acetic acid / 1.33 h / 120 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; tetra-(n-butyl)ammonium iodide; lithium triethylborohydride; magnesium; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper dichloride; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.200461864

Reference yield:

: 93271-97-7
1-benzyloxycarbonyl-5-hydroxy-2-methoxycarbonylpyrrolidine

: 848467-52-7
2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / diazabicyclo[2.2.2]octane; tetrabutylammonium iodide / Pd(OAc)2 / dimethylformamide / 4 h / 85 °C

2: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂; acetonitrile / 0.5 h / 25 °C

3: Mg / methanol / 2.5 h / 0 - 25 °C

4: 2.81 g / CuCl₂; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 0 °C

5: 1.51 g / acetic acid / 1.33 h / 120 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; tetra-(n-butyl)ammonium iodide; magnesium; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper dichloride; palladium diacetate; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.200461864