benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

Base Information

Chemical Name:benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside
CAS No.:1015076-59-1
Molecular Formula:C₁₈H₂₂N₂O₇S
Molecular Weight:410.448
Hs Code.:

Synonyms:benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

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Technology Process of benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

There total 6 articles about benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside 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: 94.0%

: 288-32-4
1H-imidazole

: 852213-65-1
benzyl 2,3-O-isopropylidene-α-L-xylopyranoside

: 1015076-59-1
benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

Guidance literature:: benzyl 2,3-O-isopropylidene-α-L-xylopyranoside; With pyridine; sulfuryl dichloride; In dichloromethane; at -35 ℃; for 1h;

1H-imidazole; In dichloromethane; at 20 ℃; for 16h; Further stages.;
DOI:10.1071/CH07016

Reference yield:

: 1015076-56-8
benzyl 4-O-acetyl-β-D-arabinopyranoside

: 1015076-59-1
benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: camphor-10-sulfonic acid / CH₂Cl₂ / 0.5 h

2.1: 19.8 g / NaOH; triethylamine / CH₂Cl₂; methanol / 0.17 h

3.1: 80 percent / diethyl azodicarboxylate; PPh₃ / toluene / 12 h / 40 °C

4.1: 92 percent / triethylamine; methanol / 0.5 h / 40 °C

5.1: sulfuryl chloride; pyridine / CH₂Cl₂ / 1 h / -35 °C

5.2: 94 percent / CH₂Cl₂ / 16 h / 20 °C

With pyridine; methanol; sodium hydroxide; sulfuryl dichloride; camphor-10-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; toluene; 3.1: Mitsunobu reaction;
DOI:10.1071/CH07016

Reference yield:

: 1015076-57-9
benzyl 2,3-O-isopropylidene-β-D-arabinopyranoside

: 1015076-59-1
benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-α-L-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / diethyl azodicarboxylate; PPh₃ / toluene / 12 h / 40 °C

2.1: 92 percent / triethylamine; methanol / 0.5 h / 40 °C

3.1: sulfuryl chloride; pyridine / CH₂Cl₂ / 1 h / -35 °C

3.2: 94 percent / CH₂Cl₂ / 16 h / 20 °C

With pyridine; methanol; sulfuryl dichloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; 1.1: Mitsunobu reaction;
DOI:10.1071/CH07016