(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

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Chemical Name:(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone
CAS No.:270901-34-3
Molecular Formula:C₃₉H₅₁ClN₂O₁₀
Molecular Weight:743.294
Hs Code.:

(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Synonyms:(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-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)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-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)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

There total 4 articles about (E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-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: 94.0%

: 1445-45-0
Trimethyl orthoacetate

: 270901-32-1
(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-16-((1R,2R,3R)-2,3-dihydroxy-1-methyl-3-phenyl-propyl)-3-isobutyl-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

: 270901-34-3
(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo9919862

Reference yield:

: (S)-2-(3-tert-Butoxycarbonylamino-2,2-dimethyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

: 270901-34-3
(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / (DHQD)2PHAL; K₂CO₃; MeSO₂NH₂ / K₃Fe(CN)6; K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 20.5 h / 20 °C

2: TFA / CH₂Cl₂ / 1.5 h

3: 2-hydroxypyridine / acetonitrile; toluene / 21 h / 40 °C

4: 94 percent / PPTS / CH₂Cl₂ / 1 h / 20 °C

With 2-hydroxypyridin; methanesulfonamide; pyridinium p-toluenesulfonate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; trifluoroacetic acid; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 1: hydroxylation / 2: Hydrolysis / 3: Cyclization / 4: acetalization;
DOI:10.1021/jo9919862

Reference yield:

: (S)-2-(3-Amino-2,2-dimethyl-propionyloxy)-4-methyl-pentanoic acid (E)-(S)-4-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-1-((1R,2R,3R)-2,3-dihydroxy-1-methyl-3-phenyl-propyl)-but-3-enyl ester

: 270901-34-3
(E)-(3S,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-16-[(S)-1-((4R,5R)-2-methoxy-2-methyl-5-phenyl-[1,3]dioxolan-4-yl)-ethyl]-6,6-dimethyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone

Guidance literature:: Multi-step reaction with 2 steps

1: 2-hydroxypyridine / acetonitrile; toluene / 21 h / 40 °C

2: 94 percent / PPTS / CH₂Cl₂ / 1 h / 20 °C

With 2-hydroxypyridin; pyridinium p-toluenesulfonate; In dichloromethane; toluene; acetonitrile; 1: Cyclization / 2: acetalization;
DOI:10.1021/jo9919862