methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Base Information

Chemical Name:methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate
CAS No.:1485470-49-2
Molecular Formula:C₃₂H₄₅NO₇S
Molecular Weight:587.778
Hs Code.:

methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

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Chemical Property of methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

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Technology Process of methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

There total 9 articles about methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate 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:

: 1263101-80-9
5-(3,3-dimethyl-but-1-ynyl)-3-(1,4-dioxa-spiro[4.5]dec-8-ylamino)-thiophene-2-carboxylic acid methyl ester

: 1485470-49-2
methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / tetrahydrofuran; water; methanol / 40 °C

2: iron(III) chloride; triethylsilane / 0 - 20 °C

3: 1,2-dichloro-ethane / 70 °C

With hydrogenchloride; triethylsilane; iron(III) chloride; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; 1: |Weinreb Ketone Synthesis;
DOI:10.1021/jm401420j

Reference yield:

: 1263101-15-0
methyl 5-(3,3-dimethylbut-1-ynyl)-3-(4-oxocyclohexylamino)thiophene-2-carboxylate

: 1485470-49-2
methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: iron(III) chloride; triethylsilane / 0 - 20 °C

2: 1,2-dichloro-ethane / 70 °C

With triethylsilane; iron(III) chloride; In 1,2-dichloro-ethane;
DOI:10.1021/jm401420j

Reference yield:

: 942589-44-8
methyl 5-iodo-3-[(2,2,2-trifluoroacetyl)amino]thiophene-2-carboxylate

: 1485470-49-2
methyl 3-((1R,2S,4R)-2-acetoxy-4-methyl-N-((1r,4R)-4-(tetrahydrofuran-3-yloxy)cyclohexyl)cyclohexanecarboxamido)-5-(3,3-dimethylbut-1-ynyl)thiophene-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

2: potassium carbonate / tetrahydrofuran; water; methanol / 2.5 h / 20 °C

3: dibutyltin chloride / N,N-dimethyl-formamide; tetrahydrofuran / 0.08 h

4: hydrogenchloride / tetrahydrofuran; water; methanol / 40 °C

5: iron(III) chloride; triethylsilane / 0 - 20 °C

6: 1,2-dichloro-ethane / 70 °C

With hydrogenchloride; triethylsilane; iron(III) chloride; bis-triphenylphosphine-palladium(II) chloride; dibutyltin chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling / 4: |Weinreb Ketone Synthesis;
DOI:10.1021/jm401420j