6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

Base Information

Chemical Name:6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide
CAS No.:117152-85-9
Molecular Formula:C₂₆H₂₆N₂O₈S
Molecular Weight:526.567
Hs Code.:

Synonyms:6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

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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 6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

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Technology Process of 6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

There total 5 articles about 6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide 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: 87.0%

: 124-63-0
methanesulfonyl chloride

: 117134-29-9
6-(2,4:3,5-di-O-benzylidene-D-allo-pentitol-1-yl)picolinamide

: 117152-85-9
6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1248/cpb.36.634

Reference yield:

: 626-05-1
2,6-Dibromopyridine

: 117152-85-9
6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1. n-BuLi / 1.) Et₂O/hexane, -78 deg C, 15 min, 2.) THF, to RT

2: 1.) hexamethylphosphoramide, n-BuLi / 1.)Et₂O/hexane, -78 deg C, 15 min, 2.) to RT, 3.) 0 deg C

3: 89 percent / NaH, NH₃ / methanol / Ambient temperature

4: 87 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; ammonia; sodium hydride; triethylamine; In methanol; dichloromethane;
DOI:10.1248/cpb.36.634

Reference yield:

: 107436-58-8
2,4:3,5-di-O-benzylidene-D-aldehydo-ribose

: 117152-85-9
6-(2,4:3,5-di-O-benzylidene-1-O-mesyl-D-allo-pentitol-1-yl)picolinamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1. n-BuLi / 1.) Et₂O/hexane, -78 deg C, 15 min, 2.) THF, to RT

2: 1.) hexamethylphosphoramide, n-BuLi / 1.)Et₂O/hexane, -78 deg C, 15 min, 2.) to RT, 3.) 0 deg C

3: 89 percent / NaH, NH₃ / methanol / Ambient temperature

4: 87 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; ammonia; sodium hydride; triethylamine; In methanol; dichloromethane;
DOI:10.1248/cpb.36.634