Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

Base Information

Chemical Name:Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester
CAS No.:484670-90-8
Molecular Formula:C₄₂H₅₉N₃O₁₁
Molecular Weight:781.944
Hs Code.:

Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

Synonyms:Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

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Chemical Property of Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

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Technology Process of Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

There total 9 articles about Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester 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:

: 484670-89-5
Benzoic acid (2S,3R,4S,6R)-2-((E)-(3R,5R,6R,7R,9R,13S,14R)-13,14-diethyl-13-hydroxy-7-methoxy-3,5,7,9,11-pentamethyl-2,4,10-trioxo-oxacyclotetradec-11-en-6-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester

: 530-62-1
1,1'-carbonyldiimidazole

: 484670-90-8
Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 7h;
DOI:10.1016/j.bmc.2006.04.032

Reference yield:

: 484670-88-4
Benzoic acid (2S,3R,4S,6R)-2-((E)-(3R,4S,5S,6R,7R,9R,13S,14R)-13,14-diethyl-4,13-dihydroxy-7-methoxy-3,5,7,9,11-pentamethyl-2,10-dioxo-oxacyclotetradec-11-en-6-yloxy)-4-dimethylamino-6-methyl-tetrahydro-pyran-3-yl ester

: 484670-90-8
Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

2: sodium hydride / tetrahydrofuran; various solvent(s) / 7 h / 0 °C

With sodium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.04.032

Reference yield:

: C₅₅H₈₁NO₁₄

: 484670-90-8
Imidazole-1-carboxylic acid (E)-(2R,3S,7R,9R,10R,11R,13R)-10-((2S,3R,4S,6R)-3-benzoyloxy-4-dimethylamino-6-methyl-tetrahydro-pyran-2-yloxy)-2,3-diethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 21.5 h / 0 - 20 °C

2.1: 83 percent / NaHSO₃ / tetrahydrofuran; H₂O / 0.5 h

3.1: CuBr*Me₂S / diethyl ether / -78 - -20 °C

3.2: diethyl ether / 12 h / 0 - 5 °C

3.3: 3.52 g / pyridinium para-toluenesulfonate / acetonitrile; H₂O / 48 h / 70 °C

4.1: 67 percent / Dess-Martin periodinane / CH₂Cl₂ / 30 h / -10 - -5 °C

5.1: 69 percent / pyridine / 18 h / 0 - 20 °C

6.1: 98 percent / DBU / acetone / 45 h / 20 - 60 °C

7.1: 82 percent / HCl / acetonitrile; H₂O / 22 h

8.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

9.1: sodium hydride / tetrahydrofuran; various solvent(s) / 7 h / 0 °C

With pyridine; hydrogenchloride; copper(I) bromide dimethylsulfide complex; sodium hydride; Dess-Martin periodane; sodium hydrogensulfite; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.bmc.2006.04.032