Coleon S

Base Information

• Chemical Name: Coleon S
• CAS No.: 63521-56-2
• Molecular Formula: C20H26O6
• Molecular Weight: 362.42
• Mol file: 63521-56-2.mol

Synonyms:Coleon S;(2S,4aR)-2,5,6,8,10-Pentahydroxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a-tetrahydro-1H-phenanthren-9-one;

Chemical Property of Coleon S

Chemical Property:

• PSA: 118.22000
• LogP: 3.37380

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Coleon S

There total 17 articles about Coleon S 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: 48.8%

coleon T (63521-55-1) → coleon S (63521-56-2)

Guidance literature:

With hydrogenchloride; In methanol; for 0.5h; Heating;

DOI:10.1246/bcsj.55.1168

Reference yield:

(4bS,7S,8aR)-3,7-Dihydroxy-2-isopropyl-4b,8,8-trimethyl-4b,6,7,8,8a,10-hexahydro-5H-phenanthren-9-one → coleon S (63521-56-2)

Guidance literature:

Multi-step reaction with 13 steps

1: pyridine / 1.5 h / 80 - 82 °C

2: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating

3: 10.6 percent / pyridine / 4 h / 18 - 19 °C

4: 74.3 percent / pyridine / 4 h / 17 - 19 °C

5: 92.7 percent / sodium hydrogencarbonate, water / methanol / 0.25 h / Heating

6: 52.9 percent / CHCl₃ / 80 h / Ambient temperature

7: 74.4 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / Ambient temperature

8: 585 mg / Jones reagent / acetone / 0.04 h / 0 - 5 °C

9: zinc, 10percent HCl / benzene / 0.33 h / Heating

10: pyridine / 2.5 h / 85 - 90 °C

11: 190 mg / Jones reagent / acetone / 14 h / Ambient temperature

12: aq. sodium carbonate / methanol / 7 h / Heating

13: 48.8 percent / conc. HCl / methanol / 0.5 h / Heating

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; jones reagent; water; sodium hydrogencarbonate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetone; benzene;

DOI:10.1246/bcsj.55.1168

Reference yield:

abieta-8,11,13-triene-3β,6β,12-triol (82462-12-2) → coleon S (63521-56-2)

Guidance literature:

Multi-step reaction with 11 steps

1: 10.6 percent / pyridine / 4 h / 18 - 19 °C

2: 74.3 percent / pyridine / 4 h / 17 - 19 °C

3: 92.7 percent / sodium hydrogencarbonate, water / methanol / 0.25 h / Heating

4: 52.9 percent / CHCl₃ / 80 h / Ambient temperature

5: 74.4 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / Ambient temperature

6: 585 mg / Jones reagent / acetone / 0.04 h / 0 - 5 °C

7: zinc, 10percent HCl / benzene / 0.33 h / Heating

8: pyridine / 2.5 h / 85 - 90 °C

9: 190 mg / Jones reagent / acetone / 14 h / Ambient temperature

10: aq. sodium carbonate / methanol / 7 h / Heating

11: 48.8 percent / conc. HCl / methanol / 0.5 h / Heating

With pyridine; hydrogenchloride; jones reagent; water; sodium hydrogencarbonate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; zinc; In methanol; dichloromethane; chloroform; acetone; benzene;

DOI:10.1246/bcsj.55.1168

upstream raw materials:

coleon T

abieta-8,11,13-triene-3β,6β,12-triol

12-acetoxyabieta-8,11,13-triene-3β,6β-diol

3β-acetoxyabieta-8,11,13-triene-6β,12-diol

Refernces