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

Base Information

Chemical Name:1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-5-iodopentane
CAS No.:144609-53-0
Molecular Formula:C₂₃H₄₁IO₄Si
Molecular Weight:538.55
Hs Code.:

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

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

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

There total 10 articles about 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-5-iodopentane 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:

: C₂₄H₄₂⁽²⁾H₂O₇SSi

: 144609-53-0
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-5-iodopentane

Guidance literature:: With sodium iodide; at 20 ℃; for 5h;
DOI:10.1021/ja00051a009

Reference yield:

: 2100-17-6
4-pentenal

: 144609-53-0
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-5-iodopentane

Guidance literature:: Multi-step reaction with 9 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

7: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

8: triethylamine / CH₂Cl₂ / 3 h / 0 °C

9: sodium iodide-triacetone / 5 h / 20 °C

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

Reference yield:

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

: 144609-53-0
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-2,2-dideuterio-1-<((methoxyethoxy)methyl)oxy>-5-iodopentane

Guidance literature:: Multi-step reaction with 9 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

7: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

8: triethylamine / CH₂Cl₂ / 3 h / 0 °C

9: sodium iodide-triacetone / 5 h / 20 °C

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