[(3R,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enoyl]amino]azepan-3-yl] cyclohexanecarboxylate

Base Information

Chemical Name:[(3R,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enoyl]amino]azepan-3-yl] cyclohexanecarboxylate
CAS No.:270902-51-7
Molecular Formula:C25H42N2O8
Molecular Weight:498.61
Hs Code.:
UNII:XAE4WV436T
Nikkaji Number:J1.638.275B
Pharos Ligand ID:QXGMWLU5U78A
ChEMBL ID:CHEMBL4078211
Mol file:270902-51-7.mol

Synonyms:3,4,5-trihydroxy-2--methoxy-8,8-dimethyl-N-(hexahydro-2-oxo-6-(cyclohexylcarbonyl)oxy-2H-azepin-3-yl)non-6-enamide;LAF 389;LAF-389;LAF389;TMDHCAN cpd

Suppliers and Price of [(3R,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enoyl]amino]azepan-3-yl] cyclohexanecarboxylate

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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 [(3R,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enoyl]amino]azepan-3-yl] cyclohexanecarboxylate

Chemical Property:

XLogP3:2.2
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:11
Exact Mass:498.29411630
Heavy Atom Count:35
Complexity:744

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)(C)C=CC(C(C(C(C(=O)NC1CCC(CNC1=O)OC(=O)C2CCCCC2)OC)O)O)O
Isomeric SMILES:CC(C)(C)/C=C/[C@H]([C@@H]([C@H]([C@H](C(=O)N[C@H]1CC[C@H](CNC1=O)OC(=O)C2CCCCC2)OC)O)O)O

Technology Process of [(3R,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enoyl]amino]azepan-3-yl] cyclohexanecarboxylate

There total 17 articles about [(3R,6S)-7-oxo-6-[[(E,2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethylnon-6-enoyl]amino]azepan-3-yl] cyclohexanecarboxylate 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: 82.4%

: 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

: 270902-51-7
(2R,3R,4S,5R,6E)-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 trifluoroacetic acid; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/jm010188c

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

: 270902-51-7
(2R,3R,4S,5R,6E)-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 3 steps

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

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

3: 82.4 percent / aq. TFA / tetrahydrofuran / 0.5 h / 0 °C

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

Reference yield:

: 270902-69-7
(3S,6R)-3-(tert-butoxycarbonyl)aminohexahydro-6-(cyclohexanecarbonyl)-oxy-2H-azepin-2-one

: 270902-51-7
(2R,3R,4S,5R,6E)-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 3 steps

1: 85 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

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

3: 82.4 percent / aq. TFA / tetrahydrofuran / 0.5 h / 0 °C

With trifluoroacetic acid; In tetrahydrofuran; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm010188c