NORCIMIFUGIN

Base Information

• Chemical Name: NORCIMIFUGIN
• CAS No.: 64519-22-8
• Molecular Formula: C15H16O6
• Molecular Weight: 292.28400
• Mol file: 64519-22-8.mol

Synonyms:angelicain;

Chemical Property of NORCIMIFUGIN

Chemical Property:

• PSA: 100.13000
• LogP: 1.06530

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of NORCIMIFUGIN

There total 9 articles about NORCIMIFUGIN 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:

prim-O-glucosylangelicain (85889-15-2) → angelicain (64519-22-8,49624-66-0)

Guidance literature:

With sulfuric acid; In ethyl acetate;

DOI:10.1248/cpb.31.64

Reference yield:

3-chloro-3-methylbut-1-yne (1111-97-3) → norcimifugin (64519-22-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / K₂CO₃ / dimethylformamide / 12 h / 60 - 65 °C

2: 94 percent / H₂, quinoline / Lindlar catalyst / ethyl acetate / 0.17 h / 2068.59 Torr

3: 30 percent / N,N-diethylaniline / 0.17 h / 150 - 160 °C

4: 1.) sodium bicarbonate, 3-chloroperoxybenzoic acid, 2.) aq. NaHCO₃ / 1) CHCl₃, water, rt, 20 min; 2) EtOH, 40-50 deg C, 24 h

With quinoline; hydrogen; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; Lindlar's catalyst; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → norcimifugin (64519-22-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) BF₃*Et₂O, 2.) methanesulfonyl chloride / 1) 30 min; 2) 110-115 deg C, 30 min

2: HBr, AcOH / 36 h / Heating

3: 65.4 percent / dimethylformamide / 0.25 h / Ambient temperature

4: 65 percent / K₂CO₃ / dimethylformamide / 12 h / 60 - 65 °C

5: 94 percent / H₂, quinoline / Lindlar catalyst / ethyl acetate / 0.17 h / 2068.59 Torr

6: 30 percent / N,N-diethylaniline / 0.17 h / 150 - 160 °C

7: 1.) sodium bicarbonate, 3-chloroperoxybenzoic acid, 2.) aq. NaHCO₃ / 1) CHCl₃, water, rt, 20 min; 2) EtOH, 40-50 deg C, 24 h

With quinoline; boron trifluoride diethyl etherate; hydrogen bromide; hydrogen; sodium hydrogencarbonate; potassium carbonate; acetic acid; methanesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; Lindlar's catalyst; In ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

5,7-dihydroxy-6-(3-methyl-2-butenyl)-4-oxo-4H-benzooxin-2-ylmethyl acetate

3-chloro-3-methylbut-1-yne

2,4,6-trihydroxyacetophenone

5,7-dihydroxy-2-methoxymethyl-4H-benzooxin-4-one

Refernces

• 1、 Kozawa,Matsuyama,Fukumoto,Baba. "Chemical studies of Coelopleurum gmelinii (D.C.) Ledeb. I. Constituents of the root". . p. 64 - 69. Retrieved 2007/10/02.