14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene

Base Information

• Chemical Name: 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene
• CAS No.: 101953-29-1
• Molecular Formula: C₂₆H₃₈O₆Si
• Molecular Weight: 474.67
• Mol file: 101953-29-1.mol

Synonyms:14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene

Chemical Property of 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene

There total 2 articles about 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene 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: 88.0%

3α,4α-diacetoxy-1β-((benzoyloxy)methyl)-1-(1-methyl-4-oxocyclohex-2-enyl)-2β-((tert-butyldimethylsilyl)oxy)cyclopentane (101933-52-2) → 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene (101953-29-1)

Guidance literature:

With potassium carbonate; In methanol; water; for 2h; Ambient temperature;

DOI:10.1021/jo00361a001

Reference yield:

3α,4α-diacetoxy-1β-((benzoyloxy)methyl)-1-(4-methoxy-1-methylcyclohexa-2,4-dienyl)-2β-((tert-butyldimethylsilyl)oxy)cyclopentane → 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene (101953-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / oxalic acid / methanol; H₂O / 1 h / Ambient temperature

2: 88 percent / potassium carbonate / methanol; H₂O / 2 h / Ambient temperature

With oxalic acid; potassium carbonate; In methanol; water;

DOI:10.1021/jo00361a001

Reference yield: 98.0%

methylmagnesium bromide (75-16-1) + 14-((benzoyloxy)methyl)-12β-((tert-butyldimethylsilyl)oxy)-3α-hydroxy-9-oxo-13,16-bisnortrichothecene (101953-29-1) → 12β-((tert-butyldimethylsilyl)oxy)-3α,9,14-trihydroxy-13-nortrichothecane

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 4h;

DOI:10.1021/jo00361a001

upstream raw materials:

3α,4α-diacetoxy-1β-((benzoyloxy)methyl)-1-(1-methyl-4-oxocyclohex-2-enyl)-2β-((tert-butyldimethylsilyl)oxy)cyclopentane