3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

Base Information

Chemical Name:3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester
CAS No.:223924-03-6
Molecular Formula:C₅₀H₇₇N₅O₁₄
Molecular Weight:972.186
Hs Code.:

3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-<i>tert</i>-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

Synonyms:3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

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Chemical Property of 3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

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Technology Process of 3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

There total 21 articles about 3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric 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:

: 64263-80-5
N-Boc-N-methyl-O-benzyl-L-threonine

: 223924-03-6
3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 56 percent / DCC / tetrahydrofuran / 36 h / Ambient temperature

2: 86 percent / BOP / CH₂Cl₂ / Ambient temperature

3: 86 percent / H₂ / Pd/C / ethanol / 5 h / 760 Torr

4: TBAF*H₂O / tetrahydrofuran / Ambient temperature

5: HATU, collidine / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, 20 h

6: 1.) TFA, 2.) diisopropylethylamine, DMAP / 1.) CH₂Cl₂, room temperature, 1 h, 2.) CH₃CN, room temp., 94 h

With 2,3,5-trimethyl-pyridine; dmap; tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; 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; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo982145i

Reference yield:

: 223923-54-4
(2S,3R)-N-Boc-N-methyl-O-benzyl-L-threonine trimethylsilyl ester

: 223924-03-6
3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / BOP / CH₂Cl₂ / Ambient temperature

2: 86 percent / H₂ / Pd/C / ethanol / 5 h / 760 Torr

3: TBAF*H₂O / tetrahydrofuran / Ambient temperature

4: HATU, collidine / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, 20 h

5: 1.) TFA, 2.) diisopropylethylamine, DMAP / 1.) CH₂Cl₂, room temperature, 1 h, 2.) CH₃CN, room temp., 94 h

With 2,3,5-trimethyl-pyridine; dmap; tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 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; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo982145i

Reference yield:

: 223923-56-6
N-Boc-D-γ-glutamyl-(α-methyl ester)-N-methyl-O-benzyl-L-threonine trimethylsilylethyl ester

: 223924-03-6
3-(1-allyloxycarbonyl-2-methyl-propylcarbamoyl)-2-(2-{[4-(3-tert-butoxycarbonylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoylamino)-4-methoxycarbonyl-butyryl]-methyl-amino}-3-hydroxy-butyrylamino)-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / H₂ / Pd/C / ethanol / 5 h / 760 Torr

2: TBAF*H₂O / tetrahydrofuran / Ambient temperature

3: HATU, collidine / dimethylformamide / 1.) 0 deg C, 1 h, 2.) room temperature, 20 h

4: 1.) TFA, 2.) diisopropylethylamine, DMAP / 1.) CH₂Cl₂, room temperature, 1 h, 2.) CH₃CN, room temp., 94 h

With 2,3,5-trimethyl-pyridine; dmap; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 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; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo982145i