5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione

Base Information

• Chemical Name: 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione
• CAS No.: 120417-16-5
• Molecular Formula: C₁₉H₂₈N₄O₃Si
• Molecular Weight: 388.542
• Mol file: 120417-16-5.mol

Synonyms:

Chemical Property of 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione

There total 5 articles about 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione 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: 91.0%

methyl azide (624-90-8) + (S)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-1H-pyrrole-2,5-dione (120417-15-4) → 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione (120417-16-5,135557-52-7,135557-53-8)

Guidance literature:

In toluene; for 24h; Ambient temperature;

DOI:10.1021/jo00020a035

Reference yield:

(2S)-2-phenylglycinol (20989-17-7) → 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione (120417-16-5,135557-52-7,135557-53-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 51 percent / CH₂Cl₂ / Ambient temperature

2: 88 percent / diethyl ether / 0 °C

3: 33 percent / NaOAc, Ac₂O / 120 °C

4: 87 percent / toluene / Ambient temperature

With sodium acetate; acetic anhydride; In diethyl ether; dichloromethane; toluene;

DOI:10.1021/jo00270a008

Reference yield:

-4-<<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>amino>-4-oxo-2-butenoic acid (120417-14-3) → 5-<(S)-2-<<(1,1-Dimethylethyl)dimethylsilyll>oxy>-1-phenylethyl>-3a,6a-dihydro-1-methylpyrrolo<3,4-d>-1,2,3-triazole-4,6(1H,5H)-dione (120417-16-5,135557-52-7,135557-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / NaOAc, Ac₂O / 120 °C

2: 87 percent / toluene / Ambient temperature

With sodium acetate; acetic anhydride; In toluene;

DOI:10.1021/jo00270a008

upstream raw materials:

methyl azide

(S)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-1H-pyrrole-2,5-dione

(2S)-2-phenylglycinol

-4-<<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>amino>-4-oxo-2-butenoic acid

Downstream raw materials:

(S)-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-6-methyl-3,6-diazabicyclo<3.1.0>hexane-2,4-dione

Acrylic acid (S)-2-(6-methyl-2,4-dioxo-3,6-diaza-bicyclo[3.1.0]hex-3-yl)-2-phenyl-ethyl ester

3-((S)-2-Hydroxy-1-phenyl-ethyl)-6-methyl-3,6-diaza-bicyclo[3.1.0]hexane-2,4-dione

<1R<1α,3(S^*),5α,6α>>-3-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1-phenylethyl>-8-methyl-2,4-dioxo-3,8-diazabicyclo<3.2.1>octane-6-carboxylic acid ethyl ester