phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside
CAS No.:945631-71-0
Molecular Formula:C₃₀H₃₁NO₆SSi
Molecular Weight:561.731
Hs Code.:

Synonyms:phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

There total 10 articles about phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-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: 83.0%

: 945631-70-9
phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-1-thio-α-D-mannopyranoside

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

: 945631-71-0
phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/jo070473p

Reference yield:

: 64952-23-4
3-hydroxy-2-(1-methoxy-2-oxoethoxy)propanal

: 945631-71-0
phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: sodium methoxide / methanol / 8 h / -10 - 20 °C

2: 12 g / hydrogen / Raney nickel / ethanol / 24 h / 2585.81 Torr

3: triethylamine / dimethylformamide / 12 h / 100 °C

4: 2.2 g / pyridine / 12 h / 20 °C

5: HClO₄ / 24 h / 20 °C

6: 2.0 g / BF₃*OEt₂ / CH₂Cl₂

7: 98 percent / methanol; HCl / diethyl ether / 20 °C

8: 80 percent / camphorsulfonic acid / CH₂Cl₂

9: 83 percent / sym-collidine / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; methanol; perchloric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; sodium methylate; triethylamine; nickel; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Henry reaction;
DOI:10.1021/jo070473p

Reference yield:

: 37073-79-3,409095-60-9
Methyl-3-nitro-3-desoxy-α-D-mannopyranosid

: 945631-71-0
phenyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-2-O-(trimethylsilyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 12 g / hydrogen / Raney nickel / ethanol / 24 h / 2585.81 Torr

2: triethylamine / dimethylformamide / 12 h / 100 °C

3: 2.2 g / pyridine / 12 h / 20 °C

4: HClO₄ / 24 h / 20 °C

5: 2.0 g / BF₃*OEt₂ / CH₂Cl₂

6: 98 percent / methanol; HCl / diethyl ether / 20 °C

7: 80 percent / camphorsulfonic acid / CH₂Cl₂

8: 83 percent / sym-collidine / CH₂Cl₂ / 0.5 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; hydrogenchloride; methanol; perchloric acid; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; triethylamine; nickel; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo070473p