Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester
CAS No.:176504-81-7
Molecular Formula:C₁₉H₂₁IO₆S
Molecular Weight:504.343
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

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Chemical Property of Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

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Technology Process of Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

There total 1 articles about Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-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: 95.0%

: 113489-63-7
benzyl 2-O-p-tosyl-3,4-anhydro-β-L-arabinopyranoside

: 176504-81-7
Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

Guidance literature:: With sodium acetate; acetic acid; sodium iodide; In acetone; Heating; 4-5 h;
DOI:10.1021/jo951298s

Reference yield: 70.0%

: 176504-81-7
Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

: 160977-64-0
benzyl 2-O-p-tosyl-3,4-dideoxy-α-D-glycero-pent-3-enopyranoside

Guidance literature:: With pyridine; trichlorophosphate; at -40 - 0 ℃;
DOI:10.1021/jo951298s

Reference yield:

: 176504-81-7
Toluene-4-sulfonic acid (2S,3R,4R,5R)-2-benzyloxy-4-hydroxy-5-iodo-tetrahydro-pyran-3-yl ester

: (3R,3aS,7aS,7bS)-3-Benzyloxy-6-(2-methyl-allyl)-7-oxo-3,3a,5,7,7a,7b-hexahydro-1H-pentaleno[1,6-cd]pyran-4,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / POCl₃, pyridine / -40 - 0 °C

2: 1.) NaH, 2.) triphenylphosphine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1.) THF, 0 deg C, 20 min, 2.) THF, reflux, 1 h

3: 2.) DMSO / 1.) benzene, room temperature, 2-3 h, 2.) 50 deg C, 24 h

4: 30 percent / triisopropyl phosphite / palladium(II) acetate / tetrahydrofuran / 48 h / Heating; other reagents: triethyl phosphite, triphenyl phosphine, n-BuLi; other catalysts: tetrakis(triphenylphosphine)palladium⁽⁰⁾, dibenzylideneacetone-palladium⁽⁰⁾-chloroform complex

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triisopropyl phosphite; sodium hydride; dimethyl sulfoxide; triphenylphosphine; trichlorophosphate; palladium diacetate; In tetrahydrofuran;
DOI:10.1021/jo951298s