2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

Base Information

Chemical Name:2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate
CAS No.:351011-57-9
Molecular Formula:C₃₅H₄₂Cl₃NO₇Si
Molecular Weight:723.165
Hs Code.:

Synonyms:2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

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Chemical Property of 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

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Technology Process of 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

There total 6 articles about 2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate 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: 70.0%

: 545-06-2
trichloroacetonitrile

: 351011-71-7
2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose

: 351011-57-9
2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 0.0833333h;
DOI:10.1021/jo015521z

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 351011-57-9
2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h

2: 99 percent / aq. cerium ammonium nitrate / acetonitrile / 0.17 h / 20 °C

3: 70 percent / DBU / CH₂Cl₂ / 0.08 h

With 2,6-dimethylpyridine; ammonium cerium(IV) nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1021/jo015521z

Reference yield:

: 123826-52-8
p-methoxyphenyl 3,6-di-O-benzyl-α-D-mannopyranoside

: 351011-57-9
2-O-benzoyl-3,6-di-O-benzyl-4-O-tert-butyldimethylsilyl-α-D-mannopyranose trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / pyridine / 0.25 h / -20 °C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h

3: 99 percent / aq. cerium ammonium nitrate / acetonitrile / 0.17 h / 20 °C

4: 70 percent / DBU / CH₂Cl₂ / 0.08 h

With pyridine; 2,6-dimethylpyridine; ammonium cerium(IV) nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;
DOI:10.1021/jo015521z