(2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine

Base Information

• Chemical Name: (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine
• CAS No.: 167613-40-3
• Molecular Formula: C₂₄H₃₅NO₄SSi
• Molecular Weight: 461.698
• Mol file: 167613-40-3.mol

Synonyms:(2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine

Chemical Property of (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine

There total 5 articles about (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine 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:

(2S,3S)-4-benzyloxy-1-tert-butyldimethylsiloxy-2,3-epoxybutane (123833-71-6) + p-toluenesulfonyl chloride (98-59-9) → (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine (167613-40-3)

Guidance literature:

(2S,3S)-4-benzyloxy-1-tert-butyldimethylsiloxy-2,3-epoxybutane; With sodium azide; ammonium chloride; In 2-methoxy-ethanol; water; for 3h; Heating;

With triphenylphosphine; In tetrahydrofuran; for 4h; Heating;

p-toluenesulfonyl chloride; With triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ja065833p

Reference yield:

(2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol (78469-85-9,78513-07-2,78513-15-2,84621-89-6,87172-27-8,95672-91-6,98048-62-5,98048-63-6,78513-12-9) → (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine (167613-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / imidazole / dimethylformamide / 20 °C

2.1: NaN₃; NH₄Cl / H₂O; 2-methoxy-ethanol / 3 h / Heating

2.2: triphenylphosphine / tetrahydrofuran / 4 h / Heating

2.3: triethylamine / tetrahydrofuran / 20 °C

With 1H-imidazole; sodium azide; ammonium chloride; In 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja065833p

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2S,3S)-3-(benzyloxy)methyl-2-(tert-butyldimethylsiloxy)methyl-1-<(4-methylphenyl)sulfonyl>aziridine (167613-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / imidazole / dimethylformamide / 20 °C

2.1: NaN₃; NH₄Cl / H₂O; 2-methoxy-ethanol / 3 h / Heating

2.2: triphenylphosphine / tetrahydrofuran / 4 h / Heating

2.3: triethylamine / tetrahydrofuran / 20 °C

With 1H-imidazole; sodium azide; ammonium chloride; In 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja065833p

upstream raw materials:

p-toluenesulfonyl chloride

(2S,3S)-4-benzyloxy-1-tert-butyldimethylsiloxy-2,3-epoxybutane

(2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol

tert-butyldimethylsilyl chloride

Downstream raw materials:

N-((R)-2-Benzyloxy-1-(R)-oxiranyl-ethyl)-4-methyl-benzenesulfonamide

2-benzyloxymethyl-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol

(2S,3S)-3-(benzyloxy)methyl-1-(4-methylphenyl)sulfonyl-2-aziridinemethanol