1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Base Information

Chemical Name:1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol
CAS No.:1309789-78-3
Molecular Formula:C₆₆H₈₀O₁₂Si
Molecular Weight:1093.44
Hs Code.:

Synonyms:1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

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Chemical Property of 1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

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Technology Process of 1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

There total 6 articles about 1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol 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: 57.0%

: 1309789-71-6
phenyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-1-thio-α-D-mannopyranoside

: 202845-42-9
1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol

: 1309789-78-3
1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Guidance literature:: phenyl 2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-1-thio-α-D-mannopyranoside; With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; In dichloromethane; at -60 ℃; for 0.0833333h;

1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol; In dichloromethane; at -60 - 20 ℃;
DOI:10.1021/jo200588u

Reference yield:

: 1309789-70-5
phenyl 2-O-benzoyl-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside

: 1309789-78-3
1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

2.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene / dichloromethane / 0.08 h / -60 °C

2.2: -60 - 20 °C

With 1H-imidazole; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo200588u

Reference yield:

: 159407-19-9
phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 1309789-78-3
1-O-allyl-6-O-(2-O-benzoyl-3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-3,4,5-tri-O-benzyl-D-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1.1: di(n-butyl)tin oxide / toluene / 2 h / Inert atmosphere; Reflux

1.2: 20 °C / Inert atmosphere

2.1: pyridine; dmap / 20 °C

3.1: borane-THF; scandium tris(trifluoromethanesulfonate) / tetrahydrofuran; dichloromethane / 20 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

5.1: 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene / dichloromethane / 0.08 h / -60 °C

5.2: -60 - 20 °C

With pyridine; 1H-imidazole; dmap; 2,6-di-tert-butyl-4-methylpyridine; borane-THF; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; di(n-butyl)tin oxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo200588u