<<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine

Base Information

• Chemical Name: <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine
• CAS No.: 136415-05-9
• Molecular Formula: C₁₆H₂₁F₃N₂O₃Si
• Molecular Weight: 374.435

Synonyms:<<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine

Chemical Property of <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine

Chemical Property:

Purity/Quality:

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Technology Process of <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine

There total 7 articles about <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine 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: 90.0%

<<3-(t-butyldimethylsilyloxy)-5-(methoxymethyl)>-phenyl>-3-trifluoromethyl-3H-diaziridine (136386-83-9) → <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine (136415-05-9)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In tetrachloromethane; water; acetonitrile; Ambient temperature;

DOI:10.1016/S0040-4020(01)80991-1

Reference yield:

3,5-dibromophenol (626-41-5) → <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine (136415-05-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

2: 1) BuLi / 1) THF, -78 deg C, 0.5 h; 2) THF, -78 deg C, 0.5 h

3: 81 percent / NH₂OH*HCl, pyridine / ethanol / 4 h / Heating

4: 81 percent / pyridine / 3.5 h / Heating

5: 98 percent / NH₃ / diethyl ether / 8 h / -78 °C

6: 90 percent / RuO₂, NaIO₄ / CCl₄; H₂O; acetonitrile / Ambient temperature

With pyridine; ruthenium(IV) oxide; sodium periodate; n-butyllithium; hydroxylamine hydrochloride; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(01)80991-1

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → <<3-(t-butyldimethylsilyloxy)-5-(methoxycarbonyl)>-phenyl>-3-trifluoromethyl-3H-diazirine (136415-05-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

2: 1) BuLi / 1) THF, -78 deg C, 0.5 h; 2) THF, -78 deg C, 0.5 h

3: 81 percent / NH₂OH*HCl, pyridine / ethanol / 4 h / Heating

4: 81 percent / pyridine / 3.5 h / Heating

5: 98 percent / NH₃ / diethyl ether / 8 h / -78 °C

6: 90 percent / RuO₂, NaIO₄ / CCl₄; H₂O; acetonitrile / Ambient temperature

With pyridine; ruthenium(IV) oxide; sodium periodate; n-butyllithium; hydroxylamine hydrochloride; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(01)80991-1

upstream raw materials:

<<3-(t-butyldimethylsilyloxy)-5-(methoxymethyl)>-phenyl>-3-trifluoromethyl-3H-diaziridine

3,5-dibromophenol

tert-butyldimethylsilyl chloride

(3,5-dibromophenoxy)-tert-butyldimethylsilane

Downstream raw materials:

<(3-Hydroxy-5-carboxy)phenyl>-3-trifluoromethyl-3H-diazirine

<3-(Diphenylmethyloxycarbonyl)-5-(3-trifluoromethyl-3H-diazirin-3-yl)phenoxy>acetyl-L-(S-diphenylmethyl)cysteinyl-D-valine Diphenylmethyl Ester

<3-(Oxycarbonyl)-5-(3-trifluoromethyl-3H-diazirin-3-yl)phenoxy>acetyl-L-(S-carbomethoxysulphenyl)cysteinyl-D-valine

<(3-Hydroxy-5-diphenylmethyloxycarbonyl)phenyl>-3-trifluoromethyl-3H-diazirine

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