(11Z)-21,24,28-trihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.02,4.02,8.04,15.018,27.020,25]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

Base Information

• Chemical Name: (11Z)-21,24,28-trihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.02,4.02,8.04,15.018,27.020,25]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid
• CAS No.: 124412-57-3
• Molecular Formula: C₃₀H₁₉NO₉
• Molecular Weight: 537.482
• Wikipedia: Dynemicin A,Dynemicin_A
• NCI Thesaurus Code: C1079
• Mol file: 124412-57-3.mol

Synonyms:dynemicin A

Chemical Property of (11Z)-21,24,28-trihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.02,4.02,8.04,15.018,27.020,25]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 897.7°Cat760mmHg
• Flash Point: 496.7°C
• PSA: 165.92000
• Density: 1.79g/cm³
• LogP: 2.30280
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 537.10598118
• Heavy Atom Count: 40
• Complexity: 1440

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=C(C2C#CC=CC#CC3C14C2(O4)C5=CC(=C6C(=C5N3)C(=O)C7=C(C=CC(=C7C6=O)O)O)O)OC)C(=O)O
• Isomeric SMILES: CC1C(=C(C2C#C/C=C\C#CC3C14C2(O4)C5=CC(=C6C(=C5N3)C(=O)C7=C(C=CC(=C7C6=O)O)O)O)OC)C(=O)O

Technology Process of (11Z)-21,24,28-trihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.02,4.02,8.04,15.018,27.020,25]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic acid

There total 7 articles about (11Z)-21,24,28-trihydroxy-7-methoxy-5-methyl-19,26-dioxo-3-oxa-16-azaheptacyclo[15.12.0.02,4.02,8.04,15.018,27.020,25]nonacosa-1(29),6,11,17,20,22,24,27-octaen-9,13-diyne-6-carboxylic 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:

C48H65NO9Si4 (191018-22-1) → dynemicin A (124412-57-3,134527-29-0)

Guidance literature:

With manganese(IV) oxide; hydrogen fluoride; triethylamine; In tetrahydrofuran; at 23 ℃; for 0.15h;

DOI:10.1021/ja9703741

Reference yield:

4,7-dihydroxyisobenzofuran-1(3H)-one (177036-31-6) → dynemicin A (124412-57-3,134527-29-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / conc. H₂SO₄ / tetrahydrofuran / 0.5 h / Heating

2: KN(TMS)2, Et₃N / toluene; tetrahydrofuran / -78 - -20 °C

3: 75 percent / tetrahydrofuran / -20 - 55 °C

4: 53 mg / MnO₂, Et₃N, HF / tetrahydrofuran / 0.15 h / 23 °C

With manganese(IV) oxide; sulfuric acid; hydrogen fluoride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1021/ja9703741

Reference yield:

C31H35NO5Si (158818-83-8) → dynemicin A (124412-57-3,134527-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / tetrahydrofuran / -20 - 55 °C

2: 53 mg / MnO₂, Et₃N, HF / tetrahydrofuran / 0.15 h / 23 °C

With manganese(IV) oxide; hydrogen fluoride; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja9703741

upstream raw materials:

C₄₈H₆₅NO₉Si₄

4,7-dihydroxyisobenzofuran-1(3H)-one

C₃₁H₃₅NO₅Si

C₃₆H₄₃NO₈Si

Downstream raw materials:

dynemycin A triacetate

Refernces