(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

Base Information

Chemical Name:(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate
CAS No.:1596364-70-3
Molecular Formula:C₃₂H₃₅NO₆Si
Molecular Weight:557.719
Hs Code.:

Synonyms:(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

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Technology Process of (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

There total 6 articles about (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate 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: 90.0%

: 67-56-1
methanol

: 1596364-69-0
(1S,2R,3S,4R)-2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylic acid

: 1596364-70-3
(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

Guidance literature:: With diazomethyl-trimethyl-silane; In toluene; at 0 - 20 ℃;

Reference yield:

: 1596364-65-6
2-(1R,2S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-2-methoxycyclopentylisoindoline-1,3-dione

: 1596364-70-3
(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: dmap / N,N-dimethyl-formamide / 22 h / 0 - 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

3: pyridinium p-toluenesulfonate / ethanol / 18 h / 50 °C

4: sodium periodate; ruthenium(III) trichloride hydrate / water; tetrachloromethane; acetonitrile / 1 h

5: diazomethyl-trimethyl-silane / toluene / 0 - 20 °C

With 1H-imidazole; dmap; sodium periodate; ruthenium(III) trichloride hydrate; pyridinium p-toluenesulfonate; diazomethyl-trimethyl-silane; In tetrachloromethane; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1596364-66-7
2-((1R,2S,3R,4R)-4-(((tert-butyldimethylsilyl)oxy)methyl)-3-hydroxy-2-methoxycyclopentyl)isoindoline-1,3-dione

: 1596364-70-3
(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-(1,3-dioxoisoindolin-2-yl)-3-methoxycyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

2: pyridinium p-toluenesulfonate / ethanol / 18 h / 50 °C

3: sodium periodate; ruthenium(III) trichloride hydrate / water; tetrachloromethane; acetonitrile / 1 h

4: diazomethyl-trimethyl-silane / toluene / 0 - 20 °C

With 1H-imidazole; sodium periodate; ruthenium(III) trichloride hydrate; pyridinium p-toluenesulfonate; diazomethyl-trimethyl-silane; In tetrachloromethane; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;