3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose

Base Information

• Chemical Name: 3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose
• CAS No.: 957766-91-5
• Molecular Formula: C₃₄H₃₄O₅
• Molecular Weight: 522.641
• Mol file: 957766-91-5.mol

Synonyms:3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose

Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose

There total 1 articles about 3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose 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%

1,2-O-isopropylidene-5-O-trityl-β-L-arabinofuranose + benzyl bromide (100-39-0) → 3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose (957766-91-5)

Guidance literature:

1,2-O-isopropylidene-5-O-trityl-β-L-arabinofuranose; With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.0833333h; Inert atmosphere;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.carres.2016.01.011

Reference yield: 81.0%

3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose (957766-91-5) → 3-O-benzyl-1,2-O-isopropylidene-β-L-arabinofuranose (68354-70-1)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.carres.2016.01.011

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-L-arabinofuranose (957766-91-5) → 3-O-benzyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-arabinofuranose (934809-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / HOAc / H₂O / 144 h / 50 °C

2: 82 percent / iodine; imidazole; triphenylphosphine / toluene / 70 °C

With 1H-imidazole; iodine; acetic acid; triphenylphosphine; In water; toluene;

DOI:10.1016/j.carres.2007.07.010

upstream raw materials:

benzyl bromide

Downstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-β-L-arabinofuranose

3-O-benzyl-5-deoxy-5-iodo-1,2-O-isopropylidene-β-L-arabinofuranose

(4R,5R)-5-(benzyloxy)-4-[(1'R)-1'-isothiocyanatoallyl]-2,2-dimethyl-1,3-dioxane

(4R,5R)-5-(benzyloxy)-4-[(1'S)-1'-isothiocyanatoallyl]-2,2-dimethyl-1,3-dioxane