(E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.1^5,9]octacosa-1⁽²⁶⁾,21,23⁽²⁷⁾,24-tetraene-4,10,13,16-tetraone

Base Information

• Chemical Name: (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.1^5,9]octacosa-1⁽²⁶⁾,21,23⁽²⁷⁾,24-tetraene-4,10,13,16-tetraone
• CAS No.: 1381809-07-9
• Molecular Formula: C₃₆H₄₈N₄O₇
• Molecular Weight: 648.8

Synonyms:(E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.1^5,9]octacosa-1⁽²⁶⁾,21,23⁽²⁷⁾,24-tetraene-4,10,13,16-tetraone

Chemical Property of (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.1^5,9]octacosa-1⁽²⁶⁾,21,23⁽²⁷⁾,24-tetraene-4,10,13,16-tetraone

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Technology Process of (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.1^5,9]octacosa-1⁽²⁶⁾,21,23⁽²⁷⁾,24-tetraene-4,10,13,16-tetraone

There total 13 articles about (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.1^5,9]octacosa-1⁽²⁶⁾,21,23⁽²⁷⁾,24-tetraene-4,10,13,16-tetraone 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: 63.0%

C42H62N4O7Si (1381816-85-8) → (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.15,9]octacosa-1(26),21,23(27),24-tetraene-4,10,13,16-tetraone (1381809-07-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

(R)-1-(3-bromophenyl)ethanol (52780-14-0,64382-14-5,134615-22-8,134615-24-0) → (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.15,9]octacosa-1(26),21,23(27),24-tetraene-4,10,13,16-tetraone (1381809-07-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 36 h / 45 °C / Inert atmosphere

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 18 h / 20 °C

5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 1,1-dichloroethane / 3 h / Reflux; Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1,1-dichloroethane; dichloromethane; toluene; acetonitrile;

Reference yield:

(S)-1-{(S)-2-((S)-2-amino-3-methylbutyrylamino)-3-[3-(tert-butyldimethylsilanyloxy)phenyl]propionyl}hexahydropyridazine-3-carboxylic acid (R)-1-(3-vinylphenyl)ethyl ester (1381816-76-7) → (E)-(2R,5S,11S,14S,17R,18R)-11-(3-hydroxybenzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraazatricyclo[21.3.1.15,9]octacosa-1(26),21,23(27),24-tetraene-4,10,13,16-tetraone (1381809-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / acetonitrile / 18 h / 20 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 1,1-dichloroethane / 3 h / Reflux; Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1,1-dichloroethane; acetonitrile;

upstream raw materials:

(R)-1-(3-bromophenyl)ethanol

(R)-1-(3-vinylphenyl)ethanol

(S)-1-{(S)-2-((S)-2-tert-butoxycarbonylamino-3-methylbutyrylamino)-3-[3-(tert-butyldimethylsilanyloxy)phenyl]propionyl}hexahydropyridazine-3-carboxylic acid (R)-1-(3-vinylphenyl)ethyl ester

(S)-1-{(S)-3-[3-(tert-butyldimethylsilanyloxy)phenyl]-2-[(S)-2-((2R,3R)-3-methoxy-2-methylhept-6-enoylamino)-3-methylbutyrylamino]propionyl}hexahydropyridazine-3-carboxylic acid (R)-1-(3-vinylphenyl)ethyl ester

Downstream raw materials:

(2R,5S,11S,14S,17R,18R)-11-(3-hydroxy-benzyl)-14-isopropyl-18-methoxy-2,17-dimethyl-3-oxa-9,12,15,28-tetraaza-tricyclo[21.3.1.1*5,9*]octacosa-1⁽²⁷⁾,23,25-triene-4,10,13,16-tetraone

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