methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

Base Information

Chemical Name:methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside
CAS No.:915221-43-1
Molecular Formula:C₄₃H₄₆O₁₀
Molecular Weight:722.832
Hs Code.:

Synonyms:methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

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Chemical Property of methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

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Technology Process of methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

There total 6 articles about methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside 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:

: 915221-33-9
phenyl 4,6-O-benzylidene-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-1-thio-α-D-mannopyranoside

: 915221-43-1
methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / sodium hydride / dimethylformamide / 0.5 h / 0 °C

2: 90 percent / MCPBA / CH₂Cl₂ / -78 - -20 °C

3: tri-tert-butylpyrimidine / CH₂Cl₂ / 0.5 h / -78 °C

4: CH₂Cl₂ / 0.5 h / -78 °C

With 2,4,5-tri-tert-butylpyrimidine; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol061938l

Reference yield:

: 915221-34-0
phenyl 4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-1-thio-α-D-mannopyranoside

: 915221-43-1
methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / MCPBA / CH₂Cl₂ / -78 - -20 °C

2: tri-tert-butylpyrimidine / CH₂Cl₂ / 0.5 h / -78 °C

3: CH₂Cl₂ / 0.5 h / -78 °C

With 2,4,5-tri-tert-butylpyrimidine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ol061938l

Reference yield:

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

: 915221-43-1
methyl 4-O-[4,6-O-benzylidene-2-O-benzyl-3-O-(3-naphthalen-1-yl-prop-2-ynyl)-β-D-mannopyranosyl]-(1->4)-2,3-O-isopropylidene-α-L-rhamanopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: tri-tert-butylpyrimidine / CH₂Cl₂ / 0.5 h / -78 °C

2: CH₂Cl₂ / 0.5 h / -78 °C

With 2,4,5-tri-tert-butylpyrimidine; In dichloromethane;
DOI:10.1021/ol061938l