12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

Base Information

Chemical Name:12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate
CAS No.:114091-22-4
Molecular Formula:C₂₆H₃₁N₃O₉
Molecular Weight:529.547
Hs Code.:

Synonyms:12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

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Chemical Property of 12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

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Technology Process of 12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

There total 11 articles about 12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate 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: 81.0%

: 114091-21-3
C₃₂H₄₅N₃O₉Si

: 114091-22-4
12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h;
DOI:10.1016/S0040-4020(01)86831-9

Reference yield:

: 2270-40-8,28776-47-8
4,15-diacetoxyscirpenol

: 114091-22-4
12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

Guidance literature:: Multi-step reaction with 5 steps

1: imidazole / dimethylformamide / 18 h / 25 °C

2: 14 percent / NaOAc, NaOH / methanol; H₂O / 5 h / 25 °C

3: 62 percent / DBU / benzene / 24 h / 25 °C

4: 63 percent / DCC, 4-(pyrrolidino)pyridine / CH₂Cl₂ / 72 h / 25 °C

5: 81 percent / (n-Bu)4NF / tetrahydrofuran / 0.25 h

With 1H-imidazole; sodium hydroxide; tetrabutyl ammonium fluoride; sodium acetate; 4-pyrrolidin-1-ylpyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(01)86831-9

Reference yield:

: 113706-95-9
3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-diacetate

: 114091-22-4
12,13-epoxytrichothec-9-ene-3α,4β,15-triol 4β-acetate 15-(3-azido-5-methoxyphenoxy)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 14 percent / NaOAc, NaOH / methanol; H₂O / 5 h / 25 °C

2: 62 percent / DBU / benzene / 24 h / 25 °C

3: 63 percent / DCC, 4-(pyrrolidino)pyridine / CH₂Cl₂ / 72 h / 25 °C

4: 81 percent / (n-Bu)4NF / tetrahydrofuran / 0.25 h

With sodium hydroxide; tetrabutyl ammonium fluoride; sodium acetate; 4-pyrrolidin-1-ylpyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1016/S0040-4020(01)86831-9