tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

Base Information

Chemical Name:tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate
CAS No.:479064-35-2
Molecular Formula:C₃₀H₄₁NO₄Si
Molecular Weight:507.745
Hs Code.:

Synonyms:tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

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Chemical Property of tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

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Technology Process of tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

There total 3 articles about tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate 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: 93.0%

: 479064-34-1
tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-hydroxymethyl-1-pyrrolidinecarboxylate

: 479064-35-2
tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(02)01292-9

Reference yield:

: 226225-42-9
(2S,4R)-N-tert-butyloxycarbonyl-4-[(tert-butyldiphenylsilyl)oxy]pyrrolidine-2-carboxylic acid methyl ester

: 479064-35-2
tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / LDA; HMPA / tetrahydrofuran / -78 °C

2: 86 percent / DIBAH / toluene / 2 h / -78 °C

3: 93 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4020(02)01292-9

Reference yield:

: 226225-51-0
2-but-3-enyl-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 479064-35-2
tert-butyl (2S,4R)-2-(but-3-enyl)-4-tert-butyldiphenylsilyloxy-2-formyl-1-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / DIBAH / toluene / 2 h / -78 °C

2: 93 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(02)01292-9