2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide

Base Information

• Chemical Name: 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide
• CAS No.: 1440196-39-3
• Molecular Formula: C₃₀H₃₆N₂O₆
• Molecular Weight: 520.626
• Mol file: 1440196-39-3.mol

Synonyms:2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide

Chemical Property of 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide

There total 15 articles about 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide 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: 80.0%

N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)-2-((3aS,4S,10bS)-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)acetamide (1440196-30-4) + allyl bromide (106-95-6) → 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide (1440196-39-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 30h; Inert atmosphere;

DOI:10.1021/ml400026n

Reference yield:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide (1440196-39-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere

With sodium hydride; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ml400026n

Reference yield:

(S)-tert-butyl (1-(allyloxy)-3-phenylpropan-2-yl)carbamate (1163710-12-0) → 2-((3aS,4S,10bS)-5-allyl-2,2-dimethyl-3a,4,5,10b-tetrahydrobis[1,3]dioxolo[4,5-c:4',5'-g]quinolin-4-yl)-N-((S)-1-(allyloxy)-3-phenylpropan-2-yl)acetamide (1440196-39-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 30 h / 20 °C / Inert atmosphere

With potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ml400026n

upstream raw materials:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

(S)-tert-butyl (1-(allyloxy)-3-phenylpropan-2-yl)carbamate

(E)-ethyl 3-(6-nitrobenzo[d][1,3]dioxol-5-yl)acrylate

(S)-1-(allyloxy)-3-phenylpropan-2-amine

Downstream raw materials:

(3aS,3bS,7S,19bS,E/Z)-7-benzyl-2,2-dimethyl-3b,4,6,7,8,10,13,19b-octahydrobis[1,3]dioxolo[4,5-c:4',5'-g][1,4,8]oxadiazacyclododeca[8,7-a]quinolin-5(3aH)-one