4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

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Chemical Name:4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate
CAS No.:1257984-23-8
Molecular Formula:C₃₇H₅₄N₂O₃
Molecular Weight:574.847
Hs Code.:

Synonyms:4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

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Chemical Property of 4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

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Technology Process of 4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

There total 13 articles about 4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate 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: 88.0%

: 1257984-22-7
1,6-dimethyl-4-(trifluoromethylsulfonyloxy)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

: 1257984-17-0
((3R,7R,11R)-3-(benzyloxy)-3,7,11,15-tetramethylhexadec-1-ynyl)tributylstannane

: 1257984-23-8
4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 105 ℃; for 2h;

Reference yield:

: 1257984-22-7
1,6-dimethyl-4-(trifluoromethylsulfonyloxy)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

: 1257984-16-9
3-benzoxy-(3R,7R,11R)-3,7,11,15-tetramethylhexadec-1-yne

: 1257984-23-8
4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

Guidance literature:: 3-benzoxy-(3R,7R,11R)-3,7,11,15-tetramethylhexadec-1-yne; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.333333h;

With tributyltin chloride; In tetrahydrofuran; hexane; at 0 - 25 ℃; for 4h;

1,6-dimethyl-4-(trifluoromethylsulfonyloxy)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; at 105 ℃; for 2h;
DOI:10.1016/j.bmc.2010.08.030

Reference yield:

: (2R,3R)-3-methyl-3-((4R,8R)-4,8,12-trimethyltridecyl)-oxiran-2-ylmethyl p-toluenesulfonate

: 1257984-23-8
4-((3R,7R,11R)-3-benzoxy-3,7,11,15-tetramethylhexadec-1-ynyl)-1,6-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl formate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium chloride / N,N-dimethyl-formamide / 1 h / 60 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -20 °C / Inert atmosphere

2.2: -20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

3.2: 1 h / 0 - 20 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 - 0 °C

4.2: 4 h / 0 - 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1-methyl-pyrrolidin-2-one / 2 h / 105 °C

With n-butyllithium; sodium hydride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; N,N-dimethyl-formamide; mineral oil;