(E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Base Information

Chemical Name:(E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone
CAS No.:541551-05-7
Molecular Formula:C₄₁H₄₆N₂O₈
Molecular Weight:694.825
Hs Code.:

(E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

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Chemical Property of (E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

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Technology Process of (E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

There total 9 articles about (E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-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:

: (2E,7E)-(5S,6R)-5-((S)-2-{3-[(R)-2-Amino-3-(4-methoxy-phenyl)-propionylamino]-propionyloxy}-4-methyl-pentanoyloxy)-8-(4-benzoyl-phenyl)-6-methyl-octa-2,7-dienoic acid

: 541551-05-7
(E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 20 ℃; for 3h;
DOI:10.1016/S0960-894X(02)01023-5

Reference yield:

: 311341-98-7
(3S,4R)-3-(tert-butyldimethylsilyloxy)-4-methylhex-5-en-1-ol

: 541551-05-7
(E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: Multi-step reaction with 7 steps

1.1: Dess-Martin periodinane

2.1: 95 percent / CH₂Cl₂

3.1: 60 percent / NaHCO₃; Pd(OAc)2; Bu₄NBr / dimethylformamide / 12 h / 85 °C

4.1: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

5.1: DIEA; DMAP / tetrahydrofuran / 0 - 20 °C

5.2: tetrahydrofuran / 5 h / 0 - 20 °C

6.1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

7.1: HBTU; DIEA / acetonitrile / 3 h / 0 - 20 °C

With dmap; palladium diacetate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; Dess-Martin periodane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.1: Wittig-Horner olefination / 3.1: Heck coupling / 5.2: Yamaguchi coupling;
DOI:10.1016/S0960-894X(02)01023-5

Reference yield:

: 220249-57-0
(3S,4R)-3-[(tert-butyldimethylsilyl)oxy]-4-methyl-5-hexenal

: 541551-05-7
(E)-(3S,10R,16S)-16-[(E)-(R)-3-(4-Benzoyl-phenyl)-1-methyl-allyl]-3-isobutyl-10-(4-methoxy-benzyl)-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 95 percent / CH₂Cl₂

2.1: 60 percent / NaHCO₃; Pd(OAc)2; Bu₄NBr / dimethylformamide / 12 h / 85 °C

3.1: 71 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

4.1: DIEA; DMAP / tetrahydrofuran / 0 - 20 °C

4.2: tetrahydrofuran / 5 h / 0 - 20 °C

5.1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

6.1: HBTU; DIEA / acetonitrile / 3 h / 0 - 20 °C

With dmap; palladium diacetate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; sodium hydrogencarbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Wittig-Horner olefination / 2.1: Heck coupling / 4.2: Yamaguchi coupling;
DOI:10.1016/S0960-894X(02)01023-5