phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:915221-35-1
Molecular Formula:C₃₉H₃₄O₅S
Molecular Weight:614.762
Hs Code.:

Synonyms:phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

There total 4 articles about phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-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: 90.0%

: 352035-98-4
3-(α-Naphthyl)propargyl bromide

: 158716-07-5
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 915221-35-1
phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1021/ol061938l

Reference yield:

: 16176-22-0
3-(naphthalene-1-yl)prop-2-yn-1-ol

: 915221-35-1
phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / triphenylphosphine; tetrabromocarbon / CH₂Cl₂ / 0.33 h / 0 °C

2: 90 percent / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C

With carbon tetrabromide; sodium hydride; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol061938l

Reference yield:

: 100-39-0
benzyl bromide

: 915221-35-1
phenyl 4,6-O-benzylidene-2-O-(3-naphthalen-1-yl-prop-2-ynyl)-3-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 3 h / Heating

1.2: 91 percent / dimethylformamide / 20 °C

2.1: 90 percent / sodium hydride / dimethylformamide; various solvent(s) / 0.5 h / 0 °C

With sodium hydride; di(n-butyl)tin oxide; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol061938l