(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate

Base Information

• Chemical Name: (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate
• CAS No.: 1596364-72-5
• Molecular Formula: C₂₉H₃₆IN₃O₄SSi
• Molecular Weight: 677.679
• Mol file: 1596364-72-5.mol

Synonyms:(1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate

Chemical Property of (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate

There total 10 articles about (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-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: 75.0%

(1S,2R,3S,4R)-methyl 4-amino-2-((tert-butyldiphenylsilyl)oxy)-3-methoxycyclopentanecarboxylate (1596364-71-4) + 4-chloro-5-iodo-2-(methylsulfanyl)pyrimidine (111079-19-7) → (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate (1596364-72-5)

Guidance literature:

With triethylamine; In ethanol; at 80 ℃; for 18h;

Reference yield:

2-(1R,2S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-2-methoxycyclopentylisoindoline-1,3-dione (1596364-65-6) → (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate (1596364-72-5)

Guidance literature:

Multi-step reaction with 7 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

6: hydrazine / ethanol; diethyl ether / 18 h / 20 °C

7: triethylamine / ethanol / 18 h / 80 °C

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

Reference yield:

2-((1R,2S,3R,4R)-4-(((tert-butyldimethylsilyl)oxy)methyl)-3-hydroxy-2-methoxycyclopentyl)isoindoline-1,3-dione (1596364-66-7) → (1S,2R,3S,4R)-methyl 2-((tert-butyldiphenylsilyl)oxy)-4-((5-iodo-2-(methylthio)pyrimidin-4-yl)amino)-3-methoxycyclopentanecarboxylate (1596364-72-5)

Guidance literature:

Multi-step reaction with 6 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

5: hydrazine / ethanol; diethyl ether / 18 h / 20 °C

6: triethylamine / ethanol / 18 h / 80 °C

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

upstream raw materials:

2-(1R,2S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-2-methoxycyclopentylisoindoline-1,3-dione

2-((6aR,8R,9S,9aR)-2,2,4,4-tetraisopropyl-9-methoxyhexahydrocyclopenta[f][1,3,5,2,4]trioxadisilocin-8-yl)isoindoline-1,3-dione

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

2-((1R,2S,3R,4R)-4-(((tert-butyldimethylsilyl)oxy)methyl)-3-((tert-butyldiphenylsilyl)oxy)-2-methoxycyclopentyl)isoindoline-1,3-dione

Downstream raw materials:

(1S,2R,3S,4R)-methyl 4-((2-amino-5-(benzo[d]thiazol-2-yl)pyrimidin-4-yl)amino)-2-((tert-butyldiphenylsilyl)oxy)-3-methoxycyclopentanecarboxylate

(1S,2R,3S,4R)-methyl 4-((5-(benzo[d]thiazol-2-yl)-2-((2,6-dimethylpyridin-4-yl)amino)pyrimidin-4-yl)amino)-2-((tert-butyldiphenylsilyl)oxy)-3-methoxycyclopentanecarboxylate

2-((1S,2R,3S,4R)-4-((5-(benzo[d]thiazol-2-yl)-2-(methylthio)pyrimidin-4-yl)amino)-2-((tert-butyldiphenylsilyl)oxy)-3-methoxycyclopentyl)propan-2-ol

(1S,2R,3S,4R)-methyl 4-((5-(benzo[d]thiazol-2-yl)-2-(methylthio)pyrimidin-4-yl)amino)-2-((tert-butyldiphenylsilyl)oxy)-3-methoxycyclopentanecarboxylate