(2'S,3R,6R)-6β-Hydroxyhyoscyamine

Base Information

• Chemical Name: (2'S,3R,6R)-6β-Hydroxyhyoscyamine
• CAS No.: 126371-43-5
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.374
• Mol file: 126371-43-5.mol

Synonyms:7b-Hydroxyhyoscyamine

Chemical Property of (2'S,3R,6R)-6β-Hydroxyhyoscyamine

Chemical Property:

• Melting Point: 67 °C
• Boiling Point: 474.6±45.0 °C(Predicted)
• PKA: 14.12±0.10(Predicted)
• Density: 1.27±0.1 g/cm3(Predicted)

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7β-Hydroxyhycosamine is a derivative of Hyoscyamine (H674300), a natural compound that has inhibitory activity against cholinesterases. 6R-Hydroxyhycosamine is a derivative of Hyoscyamine (H674300), a natural compound that has inhibitory activity against cholinesterases.

Technology Process of (2'S,3R,6R)-6β-Hydroxyhyoscyamine

There total 42 articles about (2'S,3R,6R)-6β-Hydroxyhyoscyamine 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:

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

upstream raw materials:

scopolamine

(-)-hyoscyamine hydrobromide

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

C₁₅H₂₇NO₃Si

Downstream raw materials:

scopolamine

(3R,6R)-tropane-3α,6β-diol

(S)-tropic acid

3α,6β-dihydroxytropane HCl

Refernces

• 1、 Ushimaru, Richiro,Ruszczycky, Mark W.,Liu, Hung-Wen. "Changes in Regioselectivity of H Atom Abstraction during the Hydroxylation and Cyclization Reactions Catalyzed by Hyoscyamine 6β-Hydroxylase". . p. 1062 - 1066. Retrieved 2019/01/23.
• 2、 Ushimaru, Richiro,Ruszczycky, Mark W.,Chang, Wei-Chen,Yan, Feng,Liu, Yung-Nan,Liu, Hung-Wen. "Substrate Conformation Correlates with the Outcome of Hyoscyamine 6β-Hydroxylase Catalyzed Oxidation Reactions". . p. 7433 - 7436. Retrieved 2018/06/13.