3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-di-(3-azido-5-methoxyphenoxy)acetate

Base Information

Chemical Name:3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-di-(3-azido-5-methoxyphenoxy)acetate
CAS No.:114154-61-9
Molecular Formula:C₃₉H₅₀N₆O₁₁Si
Molecular Weight:806.945
Hs Code.:

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

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

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

There total 9 articles about 3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-di-(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: 58.0%

: 114091-07-5
(3-azido-5-methoxyphenoxy)acetic acid

: 114091-16-6
3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol

: 114154-61-9
3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-di-(3-azido-5-methoxyphenoxy)acetate

Guidance literature:: With 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/S0040-4020(01)86831-9

Reference yield:

: 108-73-6
3,5-dihydroxyphenol

: 114154-61-9
3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-di-(3-azido-5-methoxyphenoxy)acetate

Guidance literature:: Multi-step reaction with 6 steps

1: NH₃, HCl

2: 1.) cc. HCl, NaNO₂; 2.) NaN₃ / 1.) H₂O, 0 deg C, 10 min; 2.) H₂O, 0 deg C, 40 min

3: 1.) NaH / 1.) DMF, 25 deg C, 1 h; 2.) DMF, 25 deg C, 1 h

4: 90 percent / K₂CO₃ / 1,2-dimethoxy-ethane / 2 h / 80 °C

5: 92 percent / aq. KOH / aq. ethanol / 1 h / 25 °C

6: 58 percent / DCC, 4-(pyrrolidino)pyridine / CH₂Cl₂

With hydrogenchloride; potassium hydroxide; sodium azide; ammonia; sodium hydride; potassium carbonate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; sodium nitrite; In 1,2-dimethoxyethane; ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)86831-9

Reference yield:

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

: 114154-61-9
3α-tert-butyldimethylsilyloxy-12,13-epoxytrichothec-9-ene-4β,15-diol 4β,15-di-(3-azido-5-methoxyphenoxy)acetate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 58 percent / DCC, 4-(pyrrolidino)pyridine / CH₂Cl₂

With 1H-imidazole; sodium hydroxide; sodium acetate; 4-pyrrolidin-1-ylpyridine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86831-9