[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

Base Information

Chemical Name:[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester
CAS No.:802911-29-1
Molecular Formula:C₅₃H₆₇N₇O₁₁
Molecular Weight:978.155
Hs Code.:

[5-<i>sec</i>-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

Synonyms:[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

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Chemical Property of [5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

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Technology Process of [5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

There total 21 articles about [5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl 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:

: 4-propenyl-pyrrolidine-2-carboxylic acid 2-{1-[1-[1-(1-carboxy-2-methyl-butylcarbamoyl)-2-phenyl-propylcarbamoyl]-2-(2-nitro-cyclopropyl)-ethylcarbamoyl]-2-phenyl-propylcarbamoyl}-1-methyl-2-(4-methyl-benzyloxycarbonylamino)-ethyl ester; hydrochloride

: 802911-29-1
[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 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 dichloromethane; at 20 ℃; for 17h;
DOI:10.1002/chem.200400249

Reference yield:

: 802911-36-0
(2R,3R)-3-Hydroxy-2-(4-methyl-benzyloxycarbonylamino)-butyric acid

: 802911-29-1
[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / K₂CO₃ / acetonitrile / 18 h / Heating

2: 83 percent / EDC; 4-pyrrolidinopyridine / CH₂Cl₂ / 15 h / 20 °C

3: 90 percent / N-methylaniline / [Pd(PPh₃)4] / 1,2-dimethoxy-ethane / Heating

4: 185 mg / HATU; HOAt; N,N-diisopropylethylamine / TMP / CH₂Cl₂; acetonitrile / 15 h / 20 °C

5: HCl / ethyl acetate / 0.75 h / 20 °C

6: 86 mg / HATU; HOAt; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; potassium carbonate; 4-pyrrolidin-1-ylpyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; N-methylaniline; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thymidine 5'-phosphate; In 1,2-dimethoxyethane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1002/chem.200400249

Reference yield:

: 802911-32-6
N-Z-isoleucine methoxymethyl ester

: 802911-29-1
[5-sec-butyl-18-methyl-11-(2-nitro-cyclopropylmethyl)-4,7,10,13,16,20-hexaoxo-8,14-bis-(1-phenyl-ethyl)-2-propenyl-octadecahydro-19-oxa-3a,6,9,12,15-pentaaza-cyclopentacyclononadecen-17-yl]-carbamic acid 4-methyl-benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

2.1: EDC; HOAt / CH₂Cl₂ / 0.17 h / 4 °C

2.2: 0.40 g / TMP / CH₂Cl₂ / 2 h / 20 °C

3.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

4.1: H₂; AcOH / Pd/C / ethyl acetate / 1 h / ambient pressure

4.2: EDC; HOAt / CH₂Cl₂ / 0.17 h / 4 °C

4.3: 0.220 g / TMP / CH₂Cl₂ / 15 h / 20 °C

5.1: H₂; Et₂NH / Pd/C / acetonitrile / 0.5 h / 20 °C

6.1: EDC; HOAt / CH₂Cl₂; acetonitrile / 0.17 h / 4 °C

6.2: 195 mg / TMP / CH₂Cl₂; acetonitrile / 15 h / 20 °C

7.1: Et₂NH / acetonitrile / 0.5 h / 20 °C

8.1: 185 mg / HATU; HOAt; N,N-diisopropylethylamine / TMP / CH₂Cl₂; acetonitrile / 15 h / 20 °C

9.1: HCl / ethyl acetate / 0.75 h / 20 °C

10.1: 86 mg / HATU; HOAt; N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; hydrogen; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; diethylamine; 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; thymidine 5'-phosphate; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1002/chem.200400249