Cervinomycin A1

Base Information

• Chemical Name: Cervinomycin A1
• CAS No.: 82658-23-9
• Molecular Formula: C₂₉H₂₃NO₉
• Molecular Weight: 529.503
• DSSTox Substance ID: DTXSID801002833
• Nikkaji Number: J111.112D
• Wikidata: Q82997136
• Mol file: 82658-23-9.mol

Synonyms:cervinomycin A1

Chemical Property of Cervinomycin A1

Chemical Property:

• Boiling Point: 894.2°Cat760mmHg
• Flash Point: 494.6°C
• PSA: 138.90000
• Density: 1.66g/cm³
• LogP: 4.06920
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 529.13728131
• Heavy Atom Count: 39
• Complexity: 1010

Purity/Quality:

98.5% ^*data from raw suppliers

CERVINOMYCIN A1 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC3=C(C(=C4C(=C3)C=CC5=C4C(=C6C(=C5O)OC7=CC(=C(C=C7C6=O)OC)OC)O)O)C(=O)N1CCO2

Technology Process of Cervinomycin A1

There total 25 articles about Cervinomycin A1 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:

asaraldehyde (4460-86-0,14374-62-0) → Cervinomycin A1 (82658-23-9,121442-56-6)

Guidance literature:

Multi-step reaction with 15 steps

1: NaClO₂, NH₂SO₃H

3: selective mono-demethylation

4: K₂CO₃ / dimethylformamide

5: aq. Na₂S₂O₄

6: K₂CO₃ / acetone / 6 h / Heating

7: aq. KOH / ethanol / 10 h / 25 °C

8: PPE / CHCl₃ / 36 h / 25 °C

9: aq. KOH / ethanol / 8 h / 25 °C

11: PCC / CH₂Cl₂ / 15 h / 25 °C

12: 82 percent / K₂CO₃ / methanol / 36 h / 25 °C

13: 95 percent / ceric ammonium nitrate / acetonitrile; H₂O

14: 85 percent / Et₃N*BCl₃ / CH₂Cl₂ / 0.25 h / 0 °C

15: NaBH₄

With potassium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium dithionite; ammonium cerium(IV) nitrate; aminosulfonic acid; potassium carbonate; (C₂H₅)3N*BCl₃; pyridinium chlorochromate; In methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)93466-X

Reference yield:

asaronic acid (490-64-2) → Cervinomycin A1 (82658-23-9,121442-56-6)

Guidance literature:

Multi-step reaction with 14 steps

2: selective mono-demethylation

3: K₂CO₃ / dimethylformamide

4: aq. Na₂S₂O₄

5: K₂CO₃ / acetone / 6 h / Heating

6: aq. KOH / ethanol / 10 h / 25 °C

7: PPE / CHCl₃ / 36 h / 25 °C

8: aq. KOH / ethanol / 8 h / 25 °C

10: PCC / CH₂Cl₂ / 15 h / 25 °C

11: 82 percent / K₂CO₃ / methanol / 36 h / 25 °C

12: 95 percent / ceric ammonium nitrate / acetonitrile; H₂O

13: 85 percent / Et₃N*BCl₃ / CH₂Cl₂ / 0.25 h / 0 °C

14: NaBH₄

With potassium hydroxide; sodium tetrahydroborate; sodium dithionite; ammonium cerium(IV) nitrate; potassium carbonate; (C₂H₅)3N*BCl₃; pyridinium chlorochromate; In methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)93466-X

Reference yield:

2-hydroxy-4,5-dimethoxybenzoic acid methyl ester (28373-21-9) → Cervinomycin A1 (82658-23-9,121442-56-6)

Guidance literature:

Multi-step reaction with 12 steps

1: K₂CO₃ / dimethylformamide

2: aq. Na₂S₂O₄

3: K₂CO₃ / acetone / 6 h / Heating

4: aq. KOH / ethanol / 10 h / 25 °C

5: PPE / CHCl₃ / 36 h / 25 °C

6: aq. KOH / ethanol / 8 h / 25 °C

8: PCC / CH₂Cl₂ / 15 h / 25 °C

9: 82 percent / K₂CO₃ / methanol / 36 h / 25 °C

10: 95 percent / ceric ammonium nitrate / acetonitrile; H₂O

11: 85 percent / Et₃N*BCl₃ / CH₂Cl₂ / 0.25 h / 0 °C

12: NaBH₄

With potassium hydroxide; sodium tetrahydroborate; sodium dithionite; ammonium cerium(IV) nitrate; potassium carbonate; (C₂H₅)3N*BCl₃; pyridinium chlorochromate; In methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/S0040-4039(00)93466-X

upstream raw materials:

(+/-)-Cervinomycin A₂

asaraldehyde

asaronic acid

2-hydroxy-4,5-dimethoxybenzoic acid methyl ester

Downstream raw materials:

2-hydroxy-4,5-dimethoxybenzoic acid

Refernces