ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

Base Information

Chemical Name:ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate
CAS No.:1366297-69-9
Molecular Formula:C₄₁H₆₆N₂O₇SSi₃
Molecular Weight:815.307
Hs Code.:

ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

Synonyms:ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

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Chemical Property of ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

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Technology Process of ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

There total 6 articles about ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-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: 30.0%

: 1366297-65-5
(6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-8-[(triethylsilyl)oxy]octahydropyrrolo[1,2-a]piperazine-1,4-dione

: 541-41-3
chloroformic acid ethyl ester

: 1366297-69-9
ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

: 1366297-71-3
ethyl (3S,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -79 ℃; for 0.0833333h;
DOI:10.1016/j.tetlet.2012.01.055

Reference yield:

: 1096711-41-9
(6R)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methylpyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

: 1366297-69-9
ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

: 1366297-71-3
ethyl (3S,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0.22 h / 20 °C

2: sodium tetrahydroborate; water / tetrahydrofuran / 0.3 h / 0 °C

3: 2,6-dimethylpyridine / dichloromethane / 0.5 h / -78 °C

4: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -79 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; water; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2012.01.055

Reference yield:

: 1277170-47-4
(6R,8aR)-6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-2-methyl-8a-[[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

: 1366297-69-9
ethyl (3R,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

: 1366297-71-3
ethyl (3S,6R,8S,8aR)-8a-(([(tert-butyldimethylsilyl)oxy]methyl)sulfanyl)-6-([(tert-butyl-diphenylsilyl)oxy]methyl)-2-methyl-1,4-dioxo-8-[(triethylsilyl)oxy]octahydropyrrolo-[1,2-a]piperazine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate; water / tetrahydrofuran / 0.3 h / 0 °C

2: 2,6-dimethylpyridine / dichloromethane / 0.5 h / -78 °C

3: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -79 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; water; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2012.01.055