(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:159571-83-2
Molecular Formula:C₃₈H₅₂N₂O₁₀
Molecular Weight:696.838
Hs Code.:

(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Synonyms:(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 8 articles about (2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 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: 61.0%

: 159571-82-1
(2S,3S,5R)-5-Benzyloxymethyl-2-{2-[3-methoxy-2-((4R,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-phenyl]-acetyl}-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 159571-83-2
(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; water; for 15h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80644-X

Reference yield:

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

: 159571-83-2
(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / n-butyllihium / hexane; diethyl ether / 0.75 h / -78 °C

2: 97 percent / pyridine, chromium (VI) oxide / CH₂Cl₂ / 0.75 h / Ambient temperature

3: 94 percent / hydrogen / 20percent Pd/C / methanol / 15 h / 760 Torr / Ambient temperature

4: 94 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: 41 percent / 2.6 M Jones reagent, celite / acetone / 0.33 h / Ambient temperature

7: 61 percent / 38percent ammonia / H₂O; tetrahydrofuran / 15 h / Ambient temperature

With pyridine; chromium(VI) oxide; ammonium hydroxide; 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; water; acetone;
DOI:10.1016/S0040-4020(01)80644-X

Reference yield:

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

: 159571-83-2
(2S,3S,5R)-5-Benzyloxymethyl-2-[8-methoxy-1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-isoquinolin-3-yl]-3-methoxymethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / n-butyllihium / hexane; diethyl ether / 0.75 h / -78 °C

2: 97 percent / pyridine, chromium (VI) oxide / CH₂Cl₂ / 0.75 h / Ambient temperature

3: 94 percent / hydrogen / 20percent Pd/C / methanol / 15 h / 760 Torr / Ambient temperature

4: 94 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: 41 percent / 2.6 M Jones reagent, celite / acetone / 0.33 h / Ambient temperature

7: 61 percent / 38percent ammonia / H₂O; tetrahydrofuran / 15 h / Ambient temperature

With pyridine; chromium(VI) oxide; ammonium hydroxide; 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; water; acetone;
DOI:10.1016/S0040-4020(01)80644-X