methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

Base Information

Chemical Name:methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate
CAS No.:1438404-65-9
Molecular Formula:C₃₄H₄₂N₂O₉SSi
Molecular Weight:682.867
Hs Code.:

methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

Synonyms:methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

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Chemical Property of methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

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Technology Process of methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

There total 3 articles about methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate 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%

: 74748-75-7
(S)-(+)-<<(trifluoromethanesulfonyl)oxy>methyl>oxirane

: 1438404-61-5
methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitrophenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

: 1438404-65-9
methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With caesium carbonate; In 1,2-dichloro-ethane; at 20 ℃; for 1h;
DOI:10.1021/jo4000916

Reference yield:

: 1438404-62-6
C₂₅H₃₅NO₄Si

: 1438404-65-9
methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C

2: caesium carbonate / 1,2-dichloro-ethane / 1 h / 20 °C

With caesium carbonate; triethylamine; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo4000916

Reference yield:

: 1271303-53-7
C₂₅H₃₃NO₄Si

: 1438404-65-9
methyl 2-((2R,5S,6S)-6-(((tert-butyldiphenylsilyl)oxy)methyl)-5-(2-nitro-N-((R)-oxiran-2-ylmethyl)phenylsulfonamido)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / ethanol / 16.17 h / Inert atmosphere

2: triethylamine / dichloromethane / 20 °C

3: caesium carbonate / 1,2-dichloro-ethane / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; caesium carbonate; triethylamine; In ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo4000916