allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

Base Information

Chemical Name:allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside
CAS No.:244612-12-2
Molecular Formula:C₃₇H₄₀O₈S
Molecular Weight:644.786
Hs Code.:

Synonyms:allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

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Chemical Property of allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

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Technology Process of allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

There total 6 articles about allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside 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: 75.0%

: 98-59-9
p-toluenesulfonyl chloride

: 244612-11-1
allyl 2,3,4-tri-O-benzyl-α-D-altropyranoside

: 244612-12-2
allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

Guidance literature:: In pyridine; at 22 ℃; for 4h;
DOI:10.1002/(SICI)1522-2675(19990707)82:7<1044::AID-HLCA1044>3.0.CO;2-3

Reference yield:

: 93382-48-0
allyl 4,6-O-benzylidene-α-D-glucopyranoside

: 244612-12-2
allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / pyridine / 6 h / 21 °C

2: 82 percent / Na / 15.5 h / 21 - 90 °C

3: 94 percent / NaH; Bu₄NI / tetrahydrofuran / 12 h / 60 °C

4: 75 percent / LiAlH₄; Me₃SiBr / diethyl ether / 0.5 h / Heating

5: 75 percent / pyridine / 4 h / 22 °C

With lithium aluminium tetrahydride; trimethylsilyl bromide; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; 1: Esterification / 2: Substitution / 3: Aralkylation / 4: Reduction / 5: Acylation;
DOI:10.1002/(SICI)1522-2675(19990707)82:7<1044::AID-HLCA1044>3.0.CO;2-3

Reference yield:

: 100-39-0
benzyl bromide

: 244612-12-2
allyl 2,3,4-tri-O-benzyl-6-O-[(4-methylphenyl)sulfonyl]-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / NaH; Bu₄NI / tetrahydrofuran / 12 h / 60 °C

2: 75 percent / LiAlH₄; Me₃SiBr / diethyl ether / 0.5 h / Heating

3: 75 percent / pyridine / 4 h / 22 °C

With lithium aluminium tetrahydride; trimethylsilyl bromide; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; 1: Aralkylation / 2: Reduction / 3: Acylation;
DOI:10.1002/(SICI)1522-2675(19990707)82:7<1044::AID-HLCA1044>3.0.CO;2-3