tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

Base Information

Chemical Name:tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate
CAS No.:479064-51-2
Molecular Formula:C₃₀H₄₁NO₅Si
Molecular Weight:523.745
Hs Code.:

Synonyms:tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

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Chemical Property of tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

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Technology Process of tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

There total 4 articles about tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate 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: 96.0%

: 479064-50-1
tert-butyl (2R,4R)-4-tert-butyldiphenylsilyloxy-2-formyl-2-(3-oxobutyl)-1-pyrrolidinecarboxylate

: 479064-51-2
tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

Guidance literature:: With potassium hydroxide; In ethanol; at 0 ℃;
DOI:10.1016/S0040-4020(02)01292-9

Reference yield:

: 479064-47-6
2-but-3-enyl-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 479064-51-2
tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / DIBAH / toluene / -30 °C

2: 81 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

3: 80 percent / CuCl; PdCl₂; oxygen / dimethylformamide; H₂O / 20 °C

4: 96 percent / KOH / ethanol / 0 °C

With potassium hydroxide; tetrapropylammonium perruthennate; 4 A molecular sieve; oxygen; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; copper(l) chloride; palladium dichloride; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3: Wacker oxidation;
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

: 479064-51-2
tert-butyl (3R,5R)-3-tert-butyldiphenylsilyloxy-6-hydroxy-8-oxo-1-azaspiro[4.5]decane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 15 percent / LDA; HMPA / tetrahydrofuran / -78 °C

2: 90 percent / DIBAH / toluene / -30 °C

3: 81 percent / tetrapropylammonium perruthenate; N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

4: 80 percent / CuCl; PdCl₂; oxygen / dimethylformamide; H₂O / 20 °C

5: 96 percent / KOH / ethanol / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; tetrapropylammonium perruthennate; 4 A molecular sieve; oxygen; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; copper(l) chloride; palladium dichloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4: Wacker oxidation;
DOI:10.1016/S0040-4020(02)01292-9