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

Base Information

Chemical Name: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
CAS No.:484670-89-5
Molecular Formula:C₃₈H₅₇NO₁₀
Molecular Weight:687.871
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 94.0%

: 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

: 484670-89-5
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

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 2h;
DOI:10.1016/j.bmc.2006.04.032

Reference yield:

: C₅₅H₈₁NO₁₅

: 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

Guidance literature:: Multi-step reaction with 6 steps

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

1.2: diethyl ether / 12 h / 0 - 5 °C

1.3: 3.52 g / pyridinium para-toluenesulfonate / acetonitrile; H₂O / 48 h / 70 °C

2.1: 67 percent / Dess-Martin periodinane / CH₂Cl₂ / 30 h / -10 - -5 °C

3.1: 69 percent / pyridine / 18 h / 0 - 20 °C

4.1: 98 percent / DBU / acetone / 45 h / 20 - 60 °C

5.1: 82 percent / HCl / acetonitrile; H₂O / 22 h

6.1: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

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

Reference yield:

: 484670-78-2
C₅₃H₇₉NO₁₅

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / pyridine / 18 h / 0 - 20 °C

2: 98 percent / DBU / acetone / 45 h / 20 - 60 °C

3: 82 percent / HCl / acetonitrile; H₂O / 22 h

4: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

With pyridine; hydrogenchloride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/j.bmc.2006.04.032