[4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester

Base Information

• Chemical Name: [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester
• CAS No.: 472954-87-3
• Molecular Formula: C₃₁H₄₂NO₅PSi
• Molecular Weight: 567.737

Synonyms:[4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester

Chemical Property of [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester

Chemical Property:

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Technology Process of [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester

There total 3 articles about [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester 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:

dimethyl methane phosphonate (756-79-6) + (S)-methyl 3-((tert-butyldimethylsilyl)oxy)-2-(tritylamino)propanoate (166962-33-0) → [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester (472954-87-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -20 ℃;

DOI:10.1016/S0957-4166(02)00118-0

Reference yield:

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester (98642-61-6) → [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester (472954-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.53 g / triethylamine / CH₂Cl₂ / 2 h / Heating

2: 12 g / n-butyllithium / hexane; tetrahydrofuran / -78 - -20 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0957-4166(02)00118-0

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → [4-(tert-butyldimethylsilanyloxy)-3-tritylamino-2-oxo-butyl]phosphonic acid dimethyl ester (472954-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 48 h / 20 °C

2: 1.53 g / triethylamine / CH₂Cl₂ / 2 h / Heating

3: 12 g / n-butyllithium / hexane; tetrahydrofuran / -78 - -20 °C

With n-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/S0957-4166(02)00118-0

upstream raw materials:

dimethyl methane phosphonate

(S)-methyl 3-((tert-butyldimethylsilyl)oxy)-2-(tritylamino)propanoate

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2S,4E)-2-[N-(trityl)amino]-1-O-tert-butyldimethylsilyl-3-oxo-4-octadecene

(E)-(S)-1-(4-Benzyloxy-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-4-(trityl-amino)-pent-1-en-3-one

(E)-(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(trityl-amino)-hexadec-4-en-3-one

(E)-(S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-(trityl-amino)-dodec-4-en-3-one

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