1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

Base Information

Chemical Name:1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene
CAS No.:144609-56-3
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:410.638
Hs Code.:

Synonyms:1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

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Chemical Property of 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

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Technology Process of 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

There total 7 articles about 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene 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:

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 144609-46-1
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuteriopent-4-en-1-ol

: 144609-56-3
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 24 ℃; for 4h; Yield given;
DOI:10.1021/ja00051a009

Reference yield:

: 2100-17-6
4-pentenal

: 144609-56-3
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) pentane, THF, -78 deg C, 75 min, 2.) from -78 deg C to RT, 1 h

2: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 20 min, 2.) CH₂Cl₂, from -70 deg C to 20 deg C, 2.75 h

3: 1.) sodium methoxide/methanol-d1, 2.) acetic acid-d4 / 1.) 15 h

4: imidazole / CH₂Cl₂ / 2.7 h / 23 °C

5: sodium borohydride / methanol / 0.33 h / 23 °C

6: N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; deuteromethanol; tetradeuterioacetic acid; tert.-butyl lithium; sodium methylate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ja00051a009

Reference yield:

: 139229-99-5
1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene

: 144609-56-3
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-4-pentene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) t-BuLi / 1.) pentane, THF, -78 deg C, 75 min, 2.) from -78 deg C to RT, 1 h

2: 1.) oxalyl chloride, dimethylsulfoxide, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C, 20 min, 2.) CH₂Cl₂, from -70 deg C to 20 deg C, 2.75 h

3: 1.) sodium methoxide/methanol-d1, 2.) acetic acid-d4 / 1.) 15 h

4: imidazole / CH₂Cl₂ / 2.7 h / 23 °C

5: sodium borohydride / methanol / 0.33 h / 23 °C

6: N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; deuteromethanol; tetradeuterioacetic acid; tert.-butyl lithium; sodium methylate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;
DOI:10.1021/ja00051a009