5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

Base Information

Chemical Name:5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole
CAS No.:591770-20-6
Molecular Formula:C₂₅H₄₆N₄O₄SSi₂
Molecular Weight:554.902
Hs Code.:

Synonyms:5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

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Chemical Property of 5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

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Technology Process of 5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

There total 13 articles about 5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole 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: 76.0%

: 591770-19-3
5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfanyl}-1-phenyl-1H-tetrazole

: 591770-20-6
5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1002/ejoc.200210695

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 591770-20-6
5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / 2,6-lutidine / CH₂Cl₂

2.1: 75 percent / NaBH₄ / H₂O; tetrahydrofuran

3.1: 95 percent / pyridine / 2 h / 0 °C

4.1: 95 percent / NaI; DBU / various solvent(s) / 3 h / Heating

5.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

5.2: 83 percent / NaOH; H₂O₂ / ethanol; tetrahydrofuran / 2 h / 20 °C

6.1: 84 percent / diisopropyl azodicarboxylate; triphenylphosphane / dimethylformamide / 0.5 h / 20 °C

7.1: 76 percent / mCPBA / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; di-isopropyl azodicarboxylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200210695

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 591770-20-6
5-{[(2S,3S)-3,5-bis{[(tert-butyl)dimethylsilyl]oxy}-2-methylpentyl]-sulfonyl}-1-phenyl-1H-tetrazole

Guidance literature:: Multi-step reaction with 8 steps

1.1: titanium(IV) chloride; (-)-sparteine / CH₂Cl₂ / 0.33 h / 0 °C

1.2: 87 percent / CH₂Cl₂ / 1 h / 0 °C

2.1: 93 percent / 2,6-lutidine / CH₂Cl₂

3.1: 75 percent / NaBH₄ / H₂O; tetrahydrofuran

4.1: 95 percent / pyridine / 2 h / 0 °C

5.1: 95 percent / NaI; DBU / various solvent(s) / 3 h / Heating

6.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

6.2: 83 percent / NaOH; H₂O₂ / ethanol; tetrahydrofuran / 2 h / 20 °C

7.1: 84 percent / diisopropyl azodicarboxylate; triphenylphosphane / dimethylformamide / 0.5 h / 20 °C

8.1: 76 percent / mCPBA / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; di-isopropyl azodicarboxylate; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; sodium iodide; (-)-sparteine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200210695