verazine

Base Information

• Chemical Name: verazine
• CAS No.: 14320-81-1
• Molecular Formula: C27H43 N O
• Molecular Weight: 397.645
• Mol file: 14320-81-1.mol

Synonyms:16,28-Secosolanida-5,22(28)-dien-3-ol,(3b)-; Pregn-5-en-3b-ol, 20a-((S)-3,4,5,6-tetrahydro-5-methyl-2-pyridyl)-(8CI); Verazine

Chemical Property of verazine

Chemical Property:

• Vapor Pressure: 1.42E-12mmHg at 25°C
• Boiling Point: 510.9°Cat760mmHg
• Flash Point: 341.7°C
• PSA: 32.59000
• Density: 1.19g/cm³
• LogP: 5.86890

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: This alkaloid occurs in Veratrum album subsp. lobelianum. The structure given above has been confirmed by synthesis of the alkaloid.

Technology Process of verazine

There total 17 articles about verazine 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: 86.0%

C43H61NOSi → 20-epi-verazine (14320-81-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00747

Reference yield:

C50H70O5SSi → 20-epi-verazine (14320-81-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide / N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

2: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: hydrogen / methanol / 4 h / 40 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 50 °C / Inert atmosphere

With sodium azide; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.0c00747

Reference yield:

C43H63N3O2Si → 20-epi-verazine (14320-81-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: hydrogen / methanol / 4 h / 40 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 50 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/acs.orglett.0c00747

upstream raw materials:

verazinine

diosgenin

3-O-(tert-butyldiphenylsilyl)diosgenin

(22R,25R)-3β-O-tert-butyldiphenylsilyloxy-26-hydroxy-5-furosten