Ccris 6981

Base Information

• Chemical Name: Ccris 6981
• CAS No.: 140460-96-4
• Molecular Formula: C21H15NO3
• Molecular Weight: 329.37
• Nikkaji Number: J473.518H
• Mol file: 140460-96-4.mol

Synonyms:CCRIS 6981;(-)-11R,10S-Dihydroxy-9R,8S-epoxy-8,9,10,11-tetrahydrodibenz(a,h)acridine;11S,10R-Dihydroxy-9R,8S-epoxide-8,9,10,11-tetrahydrodibenz(a,h)acridine;140460-96-4;Benz(a)oxireno(5,6)benz(1,2-h)acridine-2,3-diol, 1a,2,3,13c-tetrahydro-, (1a-alpha,2-alpha,3-beta,13c-alpha)-(-)-;(1aalpha,2alpha,3beta,13Calpha)-(-)-1a,2,3,13c-tetrahydrobenz(a)oxireno(5,6)benz(1,2-h)acridine-2,3-diol;LS-42573;[8S,(?)]-8alpha,9alpha-Epoxy-8,9,10,11-tetrahydrodibenz[a,h]acridine-10beta,11alpha-diol;(1AALPHA,2ALPHA,3BETA,13CALPHA)-(-)-1A,2,3,13C-TETRAHYDROBENZ[A]OXIRENO[5,6]BENZ[1,2-H]ACRIDINE-2,3- DIOL

Chemical Property of Ccris 6981

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 329.10519334
• Heavy Atom Count: 25
• Complexity: 541

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=C4C=CC5=C(C4=N3)C6C(O6)C(C5O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC3=C2C=C4C=CC5=C(C4=N3)[C@H]6[C@H](O6)[C@H]([C@@H]5O)O

Technology Process of Ccris 6981

There total 5 articles about Ccris 6981 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:

(+/-)-trans-10,11-dihydroxy-10,11-dihydrodibenzyacridine (97135-18-7,110927-22-5) → (-)-(8S,9R,10S,11R)-10,11-dihydroxy-8,9-epoxy-8,9,10,11-tetrahydrodibenzacridine (140460-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / pyridine / 24 h / 0 - 5 °C

2: 89 percent / 10percent aq. NaOH / tetrahydrofuran; methanol / 0.5 h / 0 - 5 °C

3: 1.) N-bromoacetamide, H₂O, 5N aq. HCl, 2.) Amberlite-400 (OH^-) / 1.) THF, 0-5 deg C, 15 min, 2.) THF, r. t., 5 h

With pyridine; hydrogenchloride; sodium hydroxide; Amberlite-400 (OH^-); water; N-bromoacetamide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00036a006

Reference yield:

(+/-)-trans-(10,11)-dihydroxy-8,9,10,11-tetrahydrodibenzacridine (97135-19-8,102421-97-6,140460-94-2,140460-95-3) → (-)-(8S,9R,10S,11R)-10,11-dihydroxy-8,9-epoxy-8,9,10,11-tetrahydrodibenzacridine (140460-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / Ambient temperature

2: 10percent aq. NaOH / tetrahydrofuran; methanol / 0.5 h / 0 - 5 °C

3: 1.) N-bromoacetamide, H₂O, 5N aq. HCl, 2.) Amberlite-400 (OH^-) / 1.) THF, 0-5 deg C, 15 min, 2.) THF, r. t., 5 h

With pyridine; hydrogenchloride; sodium hydroxide; Amberlite-400 (OH^-); water; N-bromoacetamide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00036a006

Reference yield:

((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester (140380-83-2,140460-90-8) → (-)-(8S,9R,10S,11R)-10,11-dihydroxy-8,9-epoxy-8,9,10,11-tetrahydrodibenzacridine (140460-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / 10percent aq. NaOH / tetrahydrofuran; methanol / 0.5 h / 0 - 5 °C

2: 1.) N-bromoacetamide, H₂O, 5N aq. HCl, 2.) Amberlite-400 (OH^-) / 1.) THF, 0-5 deg C, 15 min, 2.) THF, r. t., 5 h

With hydrogenchloride; sodium hydroxide; Amberlite-400 (OH^-); water; N-bromoacetamide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00036a006

upstream raw materials:

(+)-trans-(10R,11R)-dihydroxy-8,9,10,11-tetrahydrodibenzacridine

(+/-)-trans-10,11-dihydroxy-10,11-dihydrodibenzyacridine

(+/-)-trans-(10,11)-dihydroxy-8,9,10,11-tetrahydrodibenzacridine

((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester