benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester
• CAS No.: 918959-61-2
• Molecular Formula: C₄₉H₆₆N₄O₁₁S
• Molecular Weight: 919.149

Synonyms:

Chemical Property of benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester

There total 8 articles about benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-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:

Benzoic acid (2S,3R,4S,6R)-4-dimethylamino-2-((E)-(3R,5R,6R,7R,9R,13S,14R)-14-ethyl-13-hydroxy-7-methoxy-3,5,7,9,11-pentamethyl-2,4,10-trioxo-oxacyclotetradec-11-en-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester (484671-89-8) → benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester (918959-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 0.42 h / -15 - 0 °C

2: acetonitrile / 40 h / 75 °C

With sodium hydride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.bmcl.2006.05.104

Reference yield:

Benzoic acid (2S,3R,4S,6R)-4-dimethylamino-2-((3R,5R,6R,7R,9R,11R,12R,13R,14R)-14-ethyl-12-hydroxy-13-methanesulfonyloxy-7-methoxy-3,5,7,9,11-pentamethyl-2,4,10-trioxo-oxacyclotetradec-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester (791103-02-1) → benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester (918959-61-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / DBU / acetonitrile / 15 h / 25 °C

2: sodium hydride / tetrahydrofuran / 0.42 h / -15 - 0 °C

3: acetonitrile / 40 h / 75 °C

With sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.bmcl.2006.05.104

Reference yield:

Benzoic acid (2S,3R,4S,6R)-4-dimethylamino-2-((3R,4S,5S,6R,7R,9R,10S,11S,12R,13R,14R)-14-ethyl-4,10,12-trihydroxy-13-methanesulfonyloxy-7-methoxy-3,5,7,9,11-pentamethyl-2-oxo-oxacyclotetradec-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester (484671-87-6) → benzoic acid 4-dimethylamino-2-{4-ethyl-11-methoxy-7,9,11,13,15-pentamethyl-2,6,8,14-tetraoxo-1-[4-(5-pyrimidin-5-yl-thiophen-2-yl)-butyl]-tetradecahydro-3,5-dioxa-1-aza-cyclopentacyclotetradecen-10-yloxy}-6-methyl-tetrahydro-pyran-3-yl ester (918959-61-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / Dess-Martin periodinane / CH₂Cl₂ / 48 h / 0 - 4 °C

2: 72 percent / DBU / acetonitrile / 15 h / 25 °C

3: sodium hydride / tetrahydrofuran / 0.42 h / -15 - 0 °C

4: acetonitrile / 40 h / 75 °C

With sodium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2006.05.104

upstream raw materials:

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-ethyl-9-methoxy-5,7,9,11,13-pentamethyl-6,12,14-trioxo-oxacyclotetradec-4-en-3-yl ester

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

Benzoic acid (2S,3R,4S,6R)-4-dimethylamino-2-((3R,5R,6R,7R,9R,11R,12R,13R,14R)-14-ethyl-12-hydroxy-13-methanesulfonyloxy-7-methoxy-3,5,7,9,11-pentamethyl-2,4,10-trioxo-oxacyclotetradec-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

Benzoic acid (2S,3R,4S,6R)-4-dimethylamino-2-((3R,4S,5S,6R,7R,9R,10S,11S,12R,13R,14R)-14-ethyl-4,10,12-trihydroxy-13-methanesulfonyloxy-7-methoxy-3,5,7,9,11-pentamethyl-2-oxo-oxacyclotetradec-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

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