S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

Base Information

Chemical Name:S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside
CAS No.:950761-45-2
Molecular Formula:C₂₄H₂₅N₃O₃S
Molecular Weight:435.547
Hs Code.:

Synonyms:S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

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Chemical Property of S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

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Technology Process of S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

There total 8 articles about S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside 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:

: C₂₄H₂₅SO₄SO₂CF₃

: 950761-45-2
S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 2.5h;
DOI:10.1021/jo070750s

Reference yield:

: 922182-99-8
S-phenyl 4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

: 950761-45-2
S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / NaH / dimethylformamide; various solvent(s) / -15 - 20 °C

2: 95 percent / TsOH*H₂O / methanol / 0.75 h / Heating

3: 77 percent / Bu₃P / toluene / 24 h / Heating

4: 85 percent / Bu₃SnH; AIBN / benzene / 3 h / Heating

5: pyridine / CH₂Cl₂ / 1.5 h / 20 °C

6: 288 mg / NaN₃ / dimethylformamide / 2.5 h

With pyridine; sodium azide; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo070750s

Reference yield:

: 950761-42-9
S-phenyl 2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thiogalactopyranoside

: 950761-45-2
S-phenyl 4-azido-4-deoxy-2-O-methyl-3-O-(2-naphthylmethyl)-β-D-thioquinovopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / Bu₃P / toluene / 24 h / Heating

2: 85 percent / Bu₃SnH; AIBN / benzene / 3 h / Heating

3: pyridine / CH₂Cl₂ / 1.5 h / 20 °C

4: 288 mg / NaN₃ / dimethylformamide / 2.5 h

With pyridine; sodium azide; 2,2'-azobis(isobutyronitrile); tributylphosphine; tri-n-butyl-tin hydride; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo070750s