2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol

Base Information

Chemical Name:2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol
CAS No.:271243-90-4
Molecular Formula:C₃₇H₄₁O₈P
Molecular Weight:644.701
Hs Code.:

Synonyms:2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol

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Chemical Property of 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol

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Technology Process of 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol

There total 2 articles about 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol 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: 35.0%

: 667917-46-6
3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-α-D-manno-2-heptulopyranose

: 271243-90-4
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol

: benzyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-α-D-manno-2-heptulopyranoside

Guidance literature:: With triethylsilane; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃; for 0.666667h;
DOI:10.1016/S0957-4166(99)00477-2

Reference yield:

: 82598-88-7
2,3,4,6-tetra-O-benzyl-D-mannono-1,5-lactone

: 271243-90-4
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-dimethoxyphosphoryl-D-manno-hept-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.33 h / -70 °C

1.2: 45 percent / tetrahydrofuran; hexane / 1 h / -70 - -40 °C

2.1: 35 percent / triethylsilane; 4 Angstroem molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.67 h / 0 - 20 °C

With triethylsilane; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: Addition / 2.1: Benzylation;
DOI:10.1016/S0957-4166(99)00477-2