(-)-Anisodamine

Base Information

• Chemical Name: (-)-Anisodamine
• CAS No.: 76831-52-2
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.374
• Mol file: 76831-52-2.mol

Synonyms:

Chemical Property of (-)-Anisodamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-Anisodamine

There total 26 articles about (-)-Anisodamine 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:

scopolamine (51-34-3,138-12-5,64069-63-2,124917-17-5) → (-)-Anisodamine (17659-49-3,32671-33-3,76831-52-2,85760-60-7,126371-43-5,134355-54-7,138876-55-8,55869-99-3) + 7b-Hydroxyhyoscyamine (126371-43-5) + Hyoscyamine (101-31-5)

Guidance literature:

With hydrogen; nickel; In water; at 20 ℃; for 19h;

DOI:10.1016/0031-9422(89)80374-7

Reference yield:

(-)-hyoscyamine hydrobromide (6415-90-3,50700-39-5,306-03-6,4607-53-8) → (-)-Anisodamine (17659-49-3,32671-33-3,76831-52-2,85760-60-7,126371-43-5,134355-54-7,138876-55-8,55869-99-3)

Guidance literature:

With α-ketoglutaric acid; Anisodus tanguticus hyoscyamine 6β-hydroxylase; iron(II) sulfate; In various solvent(s); at 30 ℃; for 2h; pH=7.4; Enzyme kinetics;

DOI:10.1055/s-2005-837825

Reference yield:

(1R,3S,5S)-8-methyl[6β-2H]-8-azabicyclo[3.2.1]octan-3-ol → C17H22(2)HNO4 + (-)-Anisodamine (17659-49-3,32671-33-3,76831-52-2,85760-60-7,126371-43-5,134355-54-7,138876-55-8,55869-99-3)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide / dichloromethane / 72 h / 20 °C

2: hydrogenchloride; water / methanol / 20 °C

3: hyoscyamine 6β-hydroxylase; iron(II) sulfate; α-ketoglutaric acid; sodium L-ascorbate / aq. buffer / 0.5 h / 20 °C / pH 6.9 / Enzymatic reaction

With hydrogenchloride; dmap; α-ketoglutaric acid; camphor-10-sulfonic acid; hyoscyamine 6β-hydroxylase; water; iron(II) sulfate; sodium L-ascorbate; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jacs.8b11585

upstream raw materials:

scopolamine

(-)-hyoscyamine hydrobromide

(2S,3S)-di-4-toluoyltartaric acid

C₁₅H₂₇NO₃Si

Downstream raw materials:

(S)-tropic acid

3α,6β-dihydroxytropane HCl

scopolamine

(3R,6R)-tropane-3α,6β-diol