3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose

Base Information

• Chemical Name: 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose
• CAS No.: 146072-02-8
• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.375
• Mol file: 146072-02-8.mol

Synonyms:3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose

Chemical Property of 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose

There total 8 articles about 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose 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: 99.0%

(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-propenyl)-tetrahydro-furo[2,3-d][1,3]dioxole (89755-55-5) → 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose (146072-02-8)

Guidance literature:

With hydrogen; Raney Ni W-4; In methanol; for 2h; under 760 Torr;

Reference yield:

(1,2:5,6)-di-O-isopropylidene-D-gulose (14686-89-6) → 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose (146072-02-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) NaH / 1) THF, 1 h, reflux, 2) 1 h, reflux

2: 97 percent / 14percent aq. HIO₄, AcOH / 0.67 h / 15 °C

3: 1) NaH / 1) DMSO, 2) DMSO, 2 h, 20 deg C

4: 99 percent / H₂ / Raney Ni W-4 / methanol / 2 h / 760 Torr

With hydrogen; sodium hydride; acetic acid; periodic acid; Raney Ni W-4; In methanol;

Reference yield:

1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose (22331-21-1) → 3-O-Benzyl-5-deoxy-5-C-ethyl-1,2-O-isopropylidene-α-D-ribofuranose (146072-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / 14percent aq. HIO₄, AcOH / 0.67 h / 15 °C

2: 1) NaH / 1) DMSO, 2) DMSO, 2 h, 20 deg C

3: 99 percent / H₂ / Raney Ni W-4 / methanol / 2 h / 760 Torr

With hydrogen; sodium hydride; acetic acid; periodic acid; Raney Ni W-4; In methanol;

upstream raw materials:

(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-propenyl)-tetrahydro-furo[2,3-d][1,3]dioxole

(1,2:5,6)-di-O-isopropylidene-D-gulose

1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose

benzyl bromide

Downstream raw materials:

C₁₄H₂₀O₄

(2S,3R,4R)-1,2-Cyclopentylidendioxy-3,4-dibenzyloxyheptane

(2S,3R,4R)-3-Benzyloxy-1,2,4-trihydroxyheptane