(20S)-22-Methyl-3α,9α-epoxy-14β,18-(epoxyethanimino)-5β-pregna-7,16-diene-3β,11α,20-triol 20-(p-bromobenzoate)

Base Information

• Chemical Name: (20S)-22-Methyl-3α,9α-epoxy-14β,18-(epoxyethanimino)-5β-pregna-7,16-diene-3β,11α,20-triol 20-(p-bromobenzoate)
• CAS No.: 19457-36-4
• Molecular Formula: C31H38BrNO6
• Molecular Weight: 600.5405

Synonyms:Batrachotoxinin A,20-(p-bromobenzoate);

Chemical Property of (20S)-22-Methyl-3α,9α-epoxy-14β,18-(epoxyethanimino)-5β-pregna-7,16-diene-3β,11α,20-triol 20-(p-bromobenzoate)

Chemical Property:

• Vapor Pressure: 4.52E-22mmHg at 25°C
• Boiling Point: 725.1°Cat760mmHg
• Flash Point: 392.4°C
• PSA: 88.46000
• Density: 1.49g/cm³
• LogP: 4.30830

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (20S)-22-Methyl-3α,9α-epoxy-14β,18-(epoxyethanimino)-5β-pregna-7,16-diene-3β,11α,20-triol 20-(p-bromobenzoate)

There total 3 articles about (20S)-22-Methyl-3α,9α-epoxy-14β,18-(epoxyethanimino)-5β-pregna-7,16-diene-3β,11α,20-triol 20-(p-bromobenzoate) 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:

[3H]batrachotoxin (23509-16-2) → 20αF-(4-bromo-benzoyloxy)-3,9-epoxy-25-methyl-(5β)-14β,13-[1]oxa[4]azapentano-18-nor-pregna-7,16-diene-3β,11α-diol (19457-36-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. KOH / methanol; H₂O

2: aq. NaOH, ClCO₂Et / CHCl₃

With potassium hydroxide; sodium hydroxide; chloroformic acid ethyl ester; In methanol; chloroform; water;

DOI:10.1021/ja01042a042

Reference yield:

4-bromobenzoic anhydride (1633-33-6) + batrachotoxinin A (19457-37-5) → 20αF-(4-bromo-benzoyloxy)-3,9-epoxy-25-methyl-(5β)-14β,13-[1]oxa[4]azapentano-18-nor-pregna-7,16-diene-3β,11α-diol (19457-36-4)

Guidance literature:

With sodium hydroxide; chloroformic acid ethyl ester; In chloroform;

DOI:10.1021/ja01042a042

Reference yield:

→ 20αF-(4-bromo-benzoyloxy)-3,9-epoxy-25-methyl-(5β)-14β,13-[1]oxa[4]azapentano-18-nor-pregna-7,16-diene-3β,11α-diol (19457-36-4)

Guidance literature:

Batrachotoxinin A, p-Brom-benzoesaeureanhydrid, Schotten-Baumann-Beding.;

DOI:10.1021/ja01009a052

upstream raw materials:

4-bromobenzoic anhydride

batrachotoxinin A

[³H]batrachotoxin

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