2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

Base Information

Chemical Name:2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside
CAS No.:1407967-82-1
Molecular Formula:C₃₆H₃₅NO₆Se
Molecular Weight:656.637
Hs Code.:

Synonyms:2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

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Chemical Property of 2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

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Technology Process of 2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

There total 5 articles about 2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-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: 49.0%

: 1407967-77-4
2-(selenocyanatomethyl)prop-2-en-1-ol

: 1407967-81-0
(4-methylphenyl) 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

: 1407967-82-1
2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

Guidance literature:: (4-methylphenyl) 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside; With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

2-(selenocyanatomethyl)prop-2-en-1-ol; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1139/v2012-056

Reference yield:

: p-methylphenyl 4,6-O-benzylidene-1-thio-β-D-mannopyranoside

: 1407967-82-1
2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: di(n-butyl)tin oxide / toluene / Inert atmosphere; Reflux

1.2: 6 h / 20 °C / Inert atmosphere

1.3: 0 - 20 °C / Inert atmosphere

2.1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; di(n-butyl)tin oxide; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; toluene;
DOI:10.1139/v2012-056

Reference yield:

: 1407967-76-3
2-(selenocyanatomethyl)allyl p-methoxybenzyl ether

: 1407967-82-1
2-(selenocyanatomethyl)allyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthylmethyl)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane / 3 h / Inert atmosphere

2.1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane;
DOI:10.1139/v2012-056