(10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

Base Information

Chemical Name:(10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide
CAS No.:304891-33-6
Molecular Formula:C₃₇H₅₁N₃O₇SSi
Molecular Weight:709.979
Hs Code.:

Synonyms:(10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

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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 (10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

Chemical Property:

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Technology Process of (10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

There total 3 articles about (10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide 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: 52.0%

: 16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3
2,3,5-tri-O-benzyl-D-xylofuranose

: 222419-00-3
lithium salt of 2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide

: 304891-33-6
(10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

: 304891-24-5
(10R)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

Guidance literature:: In tetrahydrofuran; hexane; toluene; at -60 - 20 ℃; for 1h;

Reference yield:

: 96192-07-3
2,3,5-tri-O-benzyl-L-arabinofuranose

: 129378-52-5
2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide

: 304891-33-6
(10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

: 304891-24-5
(10R)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

Guidance literature:: 2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide; With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 0.333333h;

2,3,5-tri-O-benzyl-L-arabinofuranose; In tetrahydrofuran; hexane; toluene; at -65 - 20 ℃; for 2h;
DOI:10.3987/com-00-8956

Reference yield:

: 129378-52-5
2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide

: 304891-33-6
(10S)-2-tert-butyldimethylsilyl-5-(2',3',5'-tri-O-benzyl-L-arabinosyl)-N,N-dimethylimidazole-1-sulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: nBuLi / tetrahydrofuran; hexane / 0.33 h / -50 °C

2: 31 percent / tetrahydrofuran; hexane; toluene / 1 h / -60 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane; toluene;