2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

Base Information

Chemical Name:2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid
CAS No.:223924-04-7
Molecular Formula:C₄₇H₇₃N₅O₁₄
Molecular Weight:932.122
Hs Code.:

2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

Synonyms:2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

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Chemical Property of 2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

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Technology Process of 2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

There total 23 articles about 2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid 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: 71.0%

: 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

: 223924-04-7
2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimedone; In tetrahydrofuran; for 45h; Ambient temperature;
DOI:10.1021/jo982145i

Reference yield:

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

: 223924-04-7
2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 7 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

7: 71 percent / dimedone, Pd(PPh₃)4 / tetrahydrofuran / 45 h / Ambient temperature

With 2,3,5-trimethyl-pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dimedone; 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

: 223924-04-7
2-[3-(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)-3-methoxycarbonyl-2-methyl-propionylamino]-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 6 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

6: 71 percent / dimedone, Pd(PPh₃)4 / tetrahydrofuran / 45 h / Ambient temperature

With 2,3,5-trimethyl-pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dimedone; 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