(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

Base Information

Chemical Name:(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine
CAS No.:152500-45-3
Molecular Formula:C₃₈H₅₃NO₁₂
Molecular Weight:715.838
Hs Code.:

(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

Synonyms:(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

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Chemical Property of (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

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Technology Process of (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

There total 7 articles about (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine 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: 42.0%

: (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>-3-methoxyphenyl>-1-hydroxyethyl>-3-methoxymethoxymethyl-pyrrolidine

: 152500-45-3
(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

Guidance literature:: Jones oxidation;
DOI:10.1016/S0040-4039(00)73850-0

Reference yield:

: 38197-43-2
2-bromo-3-methylanisole

: 152500-45-3
(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / n-butyllihium / hexane; diethyl ether / 0.75 h / -78 °C

2: 98 percent / pyridine, chromium (VI) oxide / CH₂Cl₂ / 0.75 h / Ambient temperature

3: 98 percent / hydrogen / 20percent Pd/C / methanol / 15 h / 760 Torr / Ambient temperature

4: 92 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / Ambient temperature

5: 51 percent / lithium diisopropylamide, N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran; hexane / 2 h / -78 °C

6: 42 percent / 2.6 M Jones reagent, celite / acetone / 0.33 h / Ambient temperature

With pyridine; chromium(VI) oxide; n-butyllithium; jones reagent; N,N,N,N,-tetramethylethylenediamine; Celite; hydrogen; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)80644-X

Reference yield:

: 81801-09-4
4-O-benzyl-2,3-O-isopropylidene-D-threose

: 152500-45-3
(2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-<2-<(4S,5R)-5-methoxymethoxymethyl-2,2-dimethyl-1,3-dioxolane-4-carbonyl>acetyl>-3-methoxymethoxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / n-butyllihium / hexane; diethyl ether / 0.75 h / -78 °C

2: 98 percent / pyridine, chromium (VI) oxide / CH₂Cl₂ / 0.75 h / Ambient temperature

3: 98 percent / hydrogen / 20percent Pd/C / methanol / 15 h / 760 Torr / Ambient temperature

4: 92 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 17 h / Ambient temperature

5: 51 percent / lithium diisopropylamide, N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran; hexane / 2 h / -78 °C

6: 42 percent / 2.6 M Jones reagent, celite / acetone / 0.33 h / Ambient temperature

With pyridine; chromium(VI) oxide; n-butyllithium; jones reagent; N,N,N,N,-tetramethylethylenediamine; Celite; hydrogen; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetone;
DOI:10.1016/S0040-4020(01)80644-X