(R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

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Chemical Name:(R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one
CAS No.:583040-18-0
Molecular Formula:C₂₄H₃₉NO₅Si
Molecular Weight:449.663
Hs Code.:

Synonyms:(R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

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Chemical Property of (R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

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Technology Process of (R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

There total 3 articles about (R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one 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:

: 81028-12-8
(4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde

: 583040-18-0
(R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / SnCl₄ / diethyl ether; CH₂Cl₂ / 5 h / -80 °C

2: 92 percent / NaBH₄; NiCl₂*6H₂O / methanol / 0.67 h / 0 °C

3: 90 percent / 2,6-lutidine / CH₂Cl₂ / 4 h / Heating

4: 98 percent / ceric ammonium nitrate / acetonitrile / 2 h / Heating

With 2,6-dimethylpyridine; sodium tetrahydroborate; ammonium cerium(IV) nitrate; tin(IV) chloride; nickel dichloride; In methanol; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo0344539

Reference yield:

: 141293-20-1
(1'S,2R,4''S,5''S)-2-[(benzyloxymethyl-2,2-dimethyl-[1,3]-dioxolan-4-yl)hydroxymethyl]-5-oxo-2,5-dihydropyrrole-1-carboxylic acid tert-butyl ester

: 583040-18-0
(R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / NaBH₄; NiCl₂*6H₂O / methanol / 0.67 h / 0 °C

2: 90 percent / 2,6-lutidine / CH₂Cl₂ / 4 h / Heating

3: 98 percent / ceric ammonium nitrate / acetonitrile / 2 h / Heating

With 2,6-dimethylpyridine; sodium tetrahydroborate; ammonium cerium(IV) nitrate; nickel dichloride; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo0344539

Reference yield:

: 583040-17-9
(R)-2-[(S)-((4S,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-5-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 583040-18-0
(R)-5-[(S)-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 4 h / Heating

2: 98 percent / ceric ammonium nitrate / acetonitrile / 2 h / Heating

With 2,6-dimethylpyridine; ammonium cerium(IV) nitrate; In dichloromethane; acetonitrile;
DOI:10.1021/jo0344539