1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose

Base Information

• Chemical Name: 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose
• CAS No.: 78785-12-3
• Molecular Formula: C₃₅H₃₆O₈S
• Molecular Weight: 616.732

Synonyms:1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose

Chemical Property of 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose

Chemical Property:

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Technology Process of 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose

There total 1 articles about 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose 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%

trityl chloride (76-83-5) + (3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate (2946-01-2) → 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose (78785-12-3)

Guidance literature:

With pyridine; at 60 ℃; for 6h;

DOI:10.1055/s-1992-26317

Reference yield: 92.0%

benzyl bromide (100-39-0) + 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose (78785-12-3) → 5-O-benzyl-1,2-O-isopropylidene-3-O-p-toluenesulfonyl-6-O-triphenylmethyl-α-D-glucofuranose (146329-35-3)

Guidance literature:

With sodium hydride; methyl-triphenylphosphonium iodide; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1055/s-1992-26317

Reference yield: 80.0%

1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-glucofuranose (78785-12-3) → 1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-xylo-hexofuranos-5-ulose (78785-13-4)

Guidance literature:

With sodium acetate; pyridinium chlorochromate;

DOI:10.1002/cber.19811140605

upstream raw materials:

trityl chloride

(3aR,5R,6S,6aR)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 4-methylbenzenesulfonate

Downstream raw materials:

5-O-benzyl-1,2-O-isopropylidene-3-O-p-toluenesulfonyl-6-O-triphenylmethyl-α-D-glucofuranose

1,2-O-Isopropyliden-3-O-(4-methylphenylsulfonyl)-6-O-(triphenylmethyl)-α-D-xylo-hexofuranos-5-ulose

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