1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-5-O-(triphenylmethyl)-alpha-D-Xylofuranose

Base Information

• Chemical Name: 1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-5-O-(triphenylmethyl)-alpha-D-Xylofuranose
• CAS No.: 185541-37-1
• Molecular Formula: C34H34O5
• Molecular Weight: 522.641
• Mol file: 185541-37-1.mol

Synonyms:1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-5-O-(triphenylmethyl)-alpha-D-Xylofuranose

Chemical Property of 1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-5-O-(triphenylmethyl)-alpha-D-Xylofuranose

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

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Technology Process of 1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-5-O-(triphenylmethyl)-alpha-D-Xylofuranose

There total 6 articles about 1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-5-O-(triphenylmethyl)-alpha-D-Xylofuranose 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: 100.0%

benzyl bromide (100-39-0) + 1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose (20590-53-8) → 1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside (185541-37-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/chem.200700141

Reference yield:

1,2-O-isopropylidene-α-D-xylose (20031-21-4) → 1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside (185541-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / 12 h / 20 °C

2: 100 percent / sodium hydride; TBAI / dimethylformamide; various solvent(s) / 12 h / 20 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1002/chem.200700141

Reference yield:

trityl chloride (76-83-5) → 1,2-O-isopropylidene-3-O-benzyl-5-O-triphenylmethyl-α-D-xylofuranoside (185541-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / 12 h / 20 °C

2: 100 percent / sodium hydride; TBAI / dimethylformamide; various solvent(s) / 12 h / 20 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1002/chem.200700141

upstream raw materials:

benzyl bromide

1,2-O-isopropylidene-5-O-trityl-α-D-xylofuranose

trityl chloride

1,2-O-isopropylidene-α-D-xylose

Downstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

3-O-benzyl-D-xylose di(ethylthio)acetal

methyl 3-O-benzyl-5-deoxy-5-iodo-α,β-D-xylofuranoside

(3aR,4S,5R,6aR)-4-(benzyloxy)-5-(iodomethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

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