allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate

Base Information

• Chemical Name: allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate
• CAS No.: 1343407-94-2
• Molecular Formula: C₅₉H₇₃N₇O₁₆
• Molecular Weight: 1136.27

Synonyms:allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate

Chemical Property of allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate

There total 16 articles about allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate 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: 84.0%

((2S)-1-(4-(3-(4-((S)-2-(acetoxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-5-((((4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl)oxy)carbonyl)amino)-2-methoxyphenoxy)propoxy)-2-(((allyloxy)carbonyl)amino)-5-methoxybenzoyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrol-2-yl)methyl acetate (1343407-85-1) → allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate (1343407-94-2)

Guidance literature:

With water; potassium carbonate; In methanol; at 20 ℃; for 0.5h;

Reference yield:

1',3'-bis(4-carboxy-2-methoxy-5-nitrophenoxy)propane (140658-45-3) → allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate (1343407-94-2)

Guidance literature:

Multi-step reaction with 11 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 20 °C

2.1: triethylamine / dichloromethane / 0.42 h / -40 °C

3.1: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.5 h / 0 °C

4.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -45 - 40 °C / Inert atmosphere

5.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 3 h / 32 °C / Inert atmosphere

6.1: lithium borohydride / tetrahydrofuran / 1 h / 0 - 20 °C

7.1: triethylamine / dichloromethane / 0 - 20 °C

8.1: zinc; formic acid / ethyl acetate; ethanol / 0.5 h / 15 - 33 °C

9.1: pyridine / dichloromethane / 2 h / -78 °C

10.1: triethylamine / tetrahydrofuran / 0.17 h / 40 °C / Inert atmosphere

10.2: 20 - 40 °C

11.1: potassium carbonate; water / methanol / 0.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; lithium borohydride; formic acid; oxalyl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; water; sodium carbonate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; toluene; 5.1: Suzuki Coupling;

Reference yield:

C31H32N4O16 (1343407-47-5) → allyl 4-(2-(2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl ((S,E)-(propane-1,3-diylbis(oxy))bis(2-((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-1-carbonyl)-4-methoxy-5,1-phenylene ))dicarbamate (1343407-94-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -45 - 40 °C / Inert atmosphere

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 3 h / 32 °C / Inert atmosphere

3.1: lithium borohydride / tetrahydrofuran / 1 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: zinc; formic acid / ethyl acetate; ethanol / 0.5 h / 15 - 33 °C

6.1: pyridine / dichloromethane / 2 h / -78 °C

7.1: triethylamine / tetrahydrofuran / 0.17 h / 40 °C / Inert atmosphere

7.2: 20 - 40 °C

8.1: potassium carbonate; water / methanol / 0.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; lithium borohydride; formic acid; water; sodium carbonate; potassium carbonate; triethylamine; zinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; toluene; 2.1: Suzuki Coupling;

upstream raw materials:

1',3'-bis(4-carboxy-2-methoxy-5-nitrophenoxy)propane

1,1‘-[[(propane-1,3-diyl)dioxy]bis[(5-methoxy-2-nitro-1,4-phenylene)carbonyl]]bis[(2S,4R)-methyl-4-hydroxypyrrolidine-2-carboxylate]

(2S,2'S,E)-dimethyl 1,1'-(4,4'-(propane-1,3-diylbis(oxy))bis(5-methoxy-2-nitrobenzoyl))bis(4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrole-2-carboxylate)

(S,E)-((propane-1,3-diylbis(oxy))bis(5-methoxy-2-nitro-4,1-phenylene))bis(((S)-2-(hydroxymethyl)-4-((E)-prop-1-en-1-yl)-2,3-dihydro-1H-pyrrol-1-yl)methanone)

Downstream raw materials:

(11S,11aS)-allyl 8-(3-(((11S,11aS)-10-(((4-((S)-2-((S)-2-(((allyloxy)carbonyl)amino)-3-methylbutanamido)propanamido)benzyl)oxy)carbonyl)-11-hydroxy-7-methoxy-5-oxo-2-((E)-prop-1-en-1-yl)-5,10,11,11a-tetrahydro-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl)oxy)propoxy)-11-hydroxy-7-methoxy-5-oxo-2-((E)-prop-1-en-1-yl)-11,11a-dihydro-pyrrolo[2,1-c][1,4]benzodiazepine-10(5H)-carboxylate

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