(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

Base Information

Chemical Name:(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide
CAS No.:270902-71-1
Molecular Formula:C₂₈H₄₆N₂O₈
Molecular Weight:538.682
Hs Code.:

(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

Synonyms:(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

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Chemical Property of (2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

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Technology Process of (2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

There total 11 articles about (2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide 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: 97.0%

: 270902-67-5
8,8-dimethyl-2-O-methyl-3,5-O-(1-methylethylidene)-6,7,8,9-tetradeoxy-D-gluo-6-nonenonic acid (6E)-γ-lactone

: 270902-70-0
(3S, 6R)-3-aminohexahydro-6-(cyclohexanecarbonyl)oxy-2H-azepin-2-one

: 270902-71-1
(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

Guidance literature:: In isopropyl alcohol; for 24h; Heating;
DOI:10.1021/jm010188c

Reference yield: 88.0%

: 374602-79-6
(3S,6R)-3-aminohexahydro-6-(cyclohexanecarbonyl)oxy-2H-azepin-2-one*HCl

: 270902-67-5
8,8-dimethyl-2-O-methyl-3,5-O-(1-methylethylidene)-6,7,8,9-tetradeoxy-D-gluo-6-nonenonic acid (6E)-γ-lactone

: 270902-71-1
(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

Guidance literature:: With sodium 2-ethylhexanoic acid; In tetrahydrofuran; at 23 ℃; for 20h; Reagent/catalyst; Inert atmosphere;
DOI:10.1021/op0341162

Reference yield:

: 270902-66-4
(4S,4aR,7R,7aR)-7-methoxy-2,2-dimethyl-6-oxotetrahydro-4H-furo[3,2-d][1,3]dioxine-4-carbaldehyde

: 270902-71-1
(2R,3R,4S,5R,6E)-3,5-(methylethylidene)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-N-[(3S,6R)-hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl]non-6-enamide

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / CrCl₂ / tetrahydrofuran; dimethylformamide / 1.5 h / 20 °C

2: 97 percent / propan-2-ol / 24 h / Heating

With chromium dichloride; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm010188c