apratoxin S₉

Base Information

Chemical Name:apratoxin S₉
CAS No.:1585186-81-7
Molecular Formula:C₄₄H₆₉N₅O₈S
Molecular Weight:828.127
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of apratoxin S₉

Chemical Property:

Purity/Quality:

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Technology Process of apratoxin S₉

There total 26 articles about apratoxin S₉ 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:

: C₅₉H₈₁N₅O₁₁S

: 1585186-81-7
apratoxin S₉

Guidance literature:: C₅₉H₈₁N₅O₁₁S; With diethylamine; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); In dichloromethane; at 0 - 20 ℃; for 15.5h;
DOI:10.1021/jm4019965

Reference yield:

: 676324-80-4
(3R,4S,6S,8S)-8-(4-methoxybenzyloxy)-3,6,9,9-tetramethyldec-1-en-4-ol

: 1585186-81-7
apratoxin S₉

Guidance literature:: Multi-step reaction with 10 steps

1.1: dmap / dichloromethane; pyridine / 1 h / 0 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 20 °C / Inert atmosphere

2.3: 3 h / 10 - 20 °C / Inert atmosphere

3.1: Oxone; sodium hydrogencarbonate; osmium(VIII) oxide / N,N-dimethyl-formamide; tert-butyl alcohol / 15 h / 20 °C / Inert atmosphere

3.2: 5 h / 20 °C

4.1: ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

5.1: Triphenylphosphine oxide; trifluoromethylsulfonic anhydride / 3 h / 0 °C / Inert atmosphere

6.1: ammonium acetate; zinc; hydrogenchloride / tetrahydrofuran; water / 0.5 h / 20 °C / Inert atmosphere

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

8.1: ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline / 1 h / 20 °C / Inert atmosphere

10.1: diethylamine / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

10.2: 15.5 h / 0 - 20 °C

With hydrogenchloride; dmap; Oxone; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluoromethylsulfonic anhydride; ammonium acetate; sodium hydrogencarbonate; diethylamine; N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); N-methylaniline; Triphenylphosphine oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jm4019965

Reference yield:

: (2S,3S)-2-[((S)-2-{[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-methyl-amino}-propionyl)-methyl-amino]-3-methyl-pentanoic acid allyl ester

: 1585186-81-7
apratoxin S₉

Guidance literature:: Multi-step reaction with 3 steps

1.1: ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline / 1 h / 20 °C / Inert atmosphere

3.1: diethylamine / acetonitrile / 0.5 h / 20 °C / Inert atmosphere

3.2: 15.5 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylamine; N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V); N-methylaniline; In dichloromethane; acetonitrile;
DOI:10.1021/jm4019965