2-[6-[6-[1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid

Base Information

• Chemical Name: 2-[6-[6-[1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid
• CAS No.: 66513-28-8
• Molecular Formula: C31H43NO4
• Molecular Weight: 493.6774
• European Community (EC) Number: 636-290-6
• Wikidata: Q103816600
• Mol file: 66513-28-8.mol

Synonyms:indamycin;RO21-6447-009;X 14547-A;X 14547A;X-14547-A;X-14547A;indanomycin

Chemical Property of 2-[6-[6-[1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid

Chemical Property:

• Vapor Pressure: 5.36E-18mmHg at 25°C
• Boiling Point: 654°C at 760 mmHg
• Flash Point: 349.3°C
• PSA: 79.39000
• Density: 1.115g/cm³
• LogP: 6.84900
• Storage Temp.: 2-8°C
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 493.31920885
• Heavy Atom Count: 36
• Complexity: 876

Purity/Quality:

98%Min ^*data from raw suppliers

Indanomycin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: CCC1CCC2C1C=CC(C2C(=O)C3=CC=CN3)C=CC=C(CC)C4C(CCC(O4)C(C)C(=O)O)C
• Description: Indanomycin is an antibiotic of the pyrroloketoindane class, which includes an unusual indane ring structure. It has bactericidal activity against Gram-positive bacteria, with minimum inhibitory concentration (MIC) values of ≤0.2 μg/ml, and insecticidal activity.
• Uses: Indanomycin is an unusual pyrollic ionophore active against Gram positive bacteria and insects. Interestingly, indanomycin has antihypertensive properties. Indanomycin possesses affinity for both mono- and divalent ions, and has been reported as a growth promotor in ruminants. Indanomycin is an unusual pyrollic ionophore active against Gram +ve bacteria and insects.

Technology Process of 2-[6-[6-[1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid

There total 71 articles about 2-[6-[6-[1-ethyl-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid 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: 98.0%

Indanomycin methyl ester (76567-01-6) → antibiotic X-14547 A (66513-28-8)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 25 ℃; for 168h;

DOI:10.1021/jo00320a059

Reference yield: 90.0%

(-)-methyl α(R),5(S)-dimethyl-6(R)-<1-ethyl-4-<4(S)-(2-pyrrolylcarbonyl)-1(S)-ethyl-3a(R),4,5(S),7a(S)-tetrahydroindan-5-yl>-1(E),3(E)-butadienyl>tetrahydropyran-2(R)-acetate (76567-01-6) → antibiotic X-14547 A (66513-28-8)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3.25h;

DOI:10.1021/jo00193a014

Reference yield: 79.0%

((1S,3aR,4S,5S,7aS)-1-Ethyl-5-{(1E,3E)-4-[(2R,3S,6R)-6-((S)-2-hydroxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-hexa-1,3-dienyl}-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl)-(1H-pyrrol-2-yl)-methanone (105164-33-8) → antibiotic X-14547 A (66513-28-8)

Guidance literature:

With chromium(VI) oxide; In acetone; at 23 ℃; for 0.166667h;

DOI:10.1021/jo00374a054

upstream raw materials:

Indanomycin methyl ester

(-)-methyl α(R),5(S)-dimethyl-6(R)-<1-ethyl-4-<4(S)-(2-pyrrolylcarbonyl)-1(S)-ethyl-3a(R),4,5(S),7a(S)-tetrahydroindan-5-yl>-1(E),3(E)-butadienyl>tetrahydropyran-2(R)-acetate

((1S,3aR,4S,5S,7aS)-1-Ethyl-5-{(1E,3E)-4-[(2R,3S,6R)-6-((S)-2-hydroxy-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-hexa-1,3-dienyl}-2,3,3a,4,5,7a-hexahydro-1H-inden-4-yl)-(1H-pyrrol-2-yl)-methanone

(αR,2R,5S,6R)-α,5-Dimethyl-6-<(1E)-1-ethyl-2-iodovinyl>tetrahydropyran-2-acetic acid

Downstream raw materials:

(R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1S,3aR,4S,5R,7aS)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester

(R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1R,3aS,4R,5S,7aR)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester

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