3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

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Chemical Name:3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester
CAS No.:863132-98-3
Molecular Formula:C₃₉H₄₇N₃O₁₀
Molecular Weight:717.816
Hs Code.:

3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7<i>H</i>-pyrano[2,3-<i>g</i>]indole-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

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Technology Process of 3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

There total 15 articles about 3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl 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: 81.0%

: 848467-53-8
3-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

: 863132-97-2
(R)-2-(2-Methoxycarbonyl-ethyl)-pyrrolidine-2-carboxylic acid methyl ester

: 863132-98-3
3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 25 ℃; for 12h;
DOI:10.1002/anie.200500655

Reference yield:

: 905980-76-9
(R)-2-(2-Methoxycarbonyl-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

: 863132-98-3
3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate; methanol / 0.5 h

2: 81 percent / HATU; iPr₂NEt / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/ja061660s

Reference yield:

: 129704-91-2
(R)-2-allylpyrrolidine-2-carboxylic acid hydrochloride

: 863132-98-3
3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol; benzene / 0.5 h / 0 °C

2.1: 1.17 g / aq. NaHCO₃ / 4 h / 50 °C

3.1: 9-borabicyclo[3.3.1]nonae / tetrahydrofuran / 3 h / 20 °C

3.2: 92 percent / NaOH; H₂O₂ / H₂O / 1 h

4.1: PhI(OAc)2; 2,2,6,6-tetramethyl-1-piperidinyloxy radical / acetonitrile; H₂O / 5 h

5.1: 0.92 g / diethyl ether; ethyl acetate

6.1: H₂ / Pd/C / ethyl acetate; methanol / 0.5 h

7.1: 81 percent / HATU; iPr₂NEt / CH₂Cl₂ / 12 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; 9-borabicyclo[3.3.1]nonane dimer; [bis(acetoxy)iodo]benzene; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile; benzene;
DOI:10.1021/ja061660s