(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

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Chemical Name:(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone
CAS No.:260417-66-1
Molecular Formula:C₂₆H₃₆N₂O₇Si
Molecular Weight:516.667
Hs Code.:

Synonyms:(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

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Chemical Property of (4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

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Technology Process of (4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

There total 12 articles about (4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone 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: 82.0%

: 64154-78-5
4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

: 260417-94-5
(2S,4R)-2-tert-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine

: 260417-66-1
(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 260417-66-1
(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / LiBH₄ / tetrahydrofuran / 0 °C

2: 70 percent / TEA; DBU / CH₂Cl₂

3: 100 percent / H₂ / 10 percent Pd-C / ethanol

4: TEA / CH₂Cl₂ / 0 °C

With lithium borohydride; TEA; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1: Reduction / 2: silylation / 3: Hydrogenolysis / 4: Acylation;
DOI:10.1016/S0960-894X(00)00351-6

Reference yield:

: 95687-41-5,1448706-36-2
(2S,4R)-N1-(benzyloxycarbonyl)-4-hydroxy-2-(hydroxymethyl)-pyrrolidine

: 260417-66-1
(4-Benzyloxy-5-methoxy-2-nitro-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / TEA; DBU / CH₂Cl₂

2: 100 percent / H₂ / 10 percent Pd-C / ethanol

3: TEA / CH₂Cl₂ / 0 °C

With TEA; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In ethanol; dichloromethane; 1: silylation / 2: Hydrogenolysis / 3: Acylation;
DOI:10.1016/S0960-894X(00)00351-6