benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Base Information

Chemical Name:benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside
CAS No.:316187-61-8
Molecular Formula:C₅₄H₇₅O₉P
Molecular Weight:899.158
Hs Code.:

Synonyms:benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

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Chemical Property of benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

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Technology Process of benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

There total 10 articles about benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside 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: 63.0%

: 314740-77-7
2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl triflate

: tetrabutylammonium benzyl 3,7,11,15-tetramethylhexadecylphosphate

: 316187-61-8
benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

: benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: In dichloromethane; at -78 ℃;
DOI:10.1021/ol006725p

Reference yield: 56.0%

: 314740-77-7
2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl triflate

: tetrabutylammonium benzyl 3,7,11,15-tetramethylhexadecylphosphate

: 316187-61-8
benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: In toluene; at -78 ℃;
DOI:10.1021/ol006725p

Reference yield:

: 7541-49-3,844467-91-0
3,7,11,15-tetramethyl-2-hexadecen-1-ol

: 316187-61-8
benzyl 3,7,11,15-tetramethylhexadecylphosphoryl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / PtO₂*H₂O / tetrahydrofuran / 20 h / 760.05 Torr

2: tetrazole / acetonitrile / 1.5 h

3: 498 mg / tert-butyl hydroperoxide / acetonitrile; decane / 1 h

4: 100 percent / CH₂Cl₂; H₂O / 1 h

5: 56 percent / toluene / 6 h / -78 °C

With 1H-tetrazole; tert.-butylhydroperoxide; hydrogen; platinum(IV) oxide; In tetrahydrofuran; decane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ja0123958