2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

Base Information

Chemical Name:2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester
CAS No.:601493-40-7
Molecular Formula:C₃₃H₅₀O₁₂S
Molecular Weight:670.819
Hs Code.:

2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

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Chemical Property of 2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

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Technology Process of 2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

There total 2 articles about 2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester 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:

: 601493-38-3
2,4-di-O-acetyl-3,6-di-O-allyl-β-D-galactopyranosyl-(1->4)-2,3-di-O-acetyl-1,6-anhydro-β-D-glucopyranose

: 601493-40-7
2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe / methanol; tetrahydrofuran / 2 h / 20 °C

2: 1.0 g / pyridine; 4-dimethylaminopyridine / 72 h / 20 °C

With pyridine; dmap; sodium methylate; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(03)00711-7

Reference yield:

: 6553-96-4
2,4,6-triisopropylphenylsulfonyl chloride

: 601493-39-4
(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol

: 601493-40-7
2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

Guidance literature:: With pyridine; dmap; at 20 ℃; for 72h;
DOI:10.1016/S0040-4020(03)00711-7

Reference yield:

: 601493-40-7
2,4,6-Triisopropyl-benzenesulfonic acid (1R,2S,3S,4R,5R)-2-((2S,3R,4S,5S,6R)-4-allyloxy-6-allyloxymethyl-3,5-dihydroxy-tetrahydro-pyran-2-yloxy)-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

: 601493-43-0
3,6-di-O-allyl-2,4-di-O-benzyl-β-D-galactopyranosyl-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / NaOH / methanol; tetrahydrofuran; H₂O / 24 h / 20 °C

2: 92 percent / NaH / dimethylformamide / 24 h / 20 °C

3: 65 percent / cesium fluoride; sodium azide / dimethylformamide / 24 h / 110 °C

With sodium hydroxide; sodium azide; sodium hydride; cesium fluoride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00711-7