(S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal

Base Information

• Chemical Name: (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal
• CAS No.: 618388-42-4
• Molecular Formula: C₂₈H₂₉NO₄Si
• Molecular Weight: 471.628
• Mol file: 618388-42-4.mol

Synonyms:(S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal

Chemical Property of (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal

There total 6 articles about (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal 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:

(S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanol (287728-33-0) → (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal (618388-42-4)

Guidance literature:

DOI:10.1016/S0040-4039(00)00485-8

Reference yield:

(S)-4-phthalimido-1,2-butanediol (287728-31-8) → (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal (618388-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 97 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

2.1: imidazole / CH₂Cl₂; dimethylformamide / 20 °C

2.2: 89 percent / aq. HF / acetonitrile / 20 °C

3.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 0 °C

With 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation;

DOI:10.1039/b303031h

Reference yield:

(S)-2,2-dimethyl-4-(2-phthalimidoethyl)-1,3-dioxolane (287728-30-7) → (S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanal (618388-42-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / aq. HCl / tetrahydrofuran / 0.5 h / 60 °C

2.1: 97 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

3.1: imidazole / CH₂Cl₂; dimethylformamide / 20 °C

3.2: 89 percent / aq. HF / acetonitrile / 20 °C

4.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 0 °C

With 1H-imidazole; hydrogenchloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.1: Swern oxidation;

DOI:10.1039/b303031h

upstream raw materials:

(S)-4-phthalimido-2-(tert-butyldiphenylsilyl)oxy-1-butanol

phthalimide

(S)-4-phthalimido-1,2-butanediol

(S)-2,2-dimethyl-4-(2-phthalimidoethyl)-1,3-dioxolane

Downstream raw materials:

ethyl (2E,4S)-4-(tert-butyldiphenylsilyl)oxy-6-phthalimidohex-2-enoate

ethyl (2E,4S)-6-(1,3-dihydro-3-hydroxy-1-oxoisoindol-2-yl)-4-(tert-butyldiphenylsilyl)oxyhex-2-enoate

(1R,2S,10bR)-1,2,3,10b-tetrahydro-1-ethoxycarbonylmethyl-2-(tert-butyldiphenylsilyl)oxypyrido[2,1-a]isoindol-6(4H)-one

ethyl (2E,4S)-6-(1,3-dihydro-3-phenylsulfanyl-1-oxoisoindol-2-yl)-4-(tert-butyldiphenylsilyl)oxyhex-2-enoate