CERVINOMYCIN A2

Base Information

• Chemical Name: CERVINOMYCIN A2
• CAS No.: 82658-22-8
• Molecular Formula: C₂₉H₂₁NO₉
• Molecular Weight: 527.487
• Hs Code.: 29419000
• Mol file: 82658-22-8.mol

Synonyms:(+/-)-tanospermin;(+/-)-Cervinomycin A2;1,6,7,8-Indolizinetetrol,octahydro;octahydroindolizine-1,6,7,8-tetrol;

Chemical Property of CERVINOMYCIN A2

Chemical Property:

• PSA: 132.58000
• LogP: 3.12700

Purity/Quality:

95% ^*data from raw suppliers

CervinomycinA2 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CERVINOMYCIN A2

There total 30 articles about CERVINOMYCIN A2 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: 85.0%

(+/-)-cervinomycin A2-monomethyl ether (104015-34-1,137787-76-9) → (+/-)-Cervinomycin A2 (82658-22-8,121442-57-7,115088-46-5)

Guidance literature:

With (C₂H₅)3N*BCl₃; In dichloromethane; at 0 ℃; for 0.25h;

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

Reference yield: 36.0%

8-[(Z)-2-(6,7-Dimethoxy-1,4-bis-methoxymethoxy-9-oxo-9H-xanthen-3-yl)-vinyl]-6-hydroxy-10a-methyl-2,3,10,10a-tetrahydro-oxazolo[3,2-b]isoquinolin-5-one (121442-68-0) → (+/-)-Cervinomycin A2 (82658-22-8,121442-57-7,115088-46-5)

Guidance literature:

In dichloromethane; for 4h; Irradiation;

DOI:10.1021/ja00194a071

Reference yield:

asaronic acid (490-64-2) → (+/-)-Cervinomycin A2 (82658-22-8,121442-57-7,115088-46-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) BBr₃ / 1.) CH₂Cl₂

2: 48 percent / KF / dimethylformamide / 75 °C

3: 1.) aq. Na₂S₂O₄, 2.) conc. H₂SO₄ / 2.) 20 -> 60 deg C

4: 70 percent / NaN(TMS)2 / tetrahydrofuran / 20 °C

5: 65 percent / NaHCO₃ / Pd(OAc)2 / various solvent(s) / 15 h / 95 °C

6: 36 percent / CH₂Cl₂ / 4 h / Irradiation

With potassium fluoride; sodium dithionite; sulfuric acid; sodium hexamethyldisilazane; boron tribromide; sodium hydrogencarbonate; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja00194a071

upstream raw materials:

(+/-)-cervinomycin A₂-monomethyl ether

8-[(Z)-2-(6,7-Dimethoxy-1,4-bis-methoxymethoxy-9-oxo-9H-xanthen-3-yl)-vinyl]-6-hydroxy-10a-methyl-2,3,10,10a-tetrahydro-oxazolo[3,2-b]isoquinolin-5-one

methyl iodide

2,6-diiodo-p-benzoquinone

Downstream raw materials:

2-hydroxy-4,5-dimethoxybenzoic acid

Cervinomycin A₁