3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose

Base Information

• Chemical Name: 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose
• CAS No.: 81841-44-3
• Molecular Formula: C₁₆H₂₀O₅
• Molecular Weight: 292.332

Synonyms:3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose

Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose

Chemical Property:

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Technology Process of 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose

There total 6 articles about 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose 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%

3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-allofuranose → 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose (81841-44-3)

Guidance literature:

With sodium periodate; acetic acid; In water; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.55.933

Reference yield:

3-O-Benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose (55533-86-3,120615-67-0) → 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose (81841-44-3)

Guidance literature:

With sodium periodate; In acetic acid; for 24h; Ambient temperature;

Reference yield:

3-O-benzyl-3-C-methyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (55533-85-2) → 3-O-benzyl-1,2-O-isopropylidene-3-C-methyl-α-D-ribopentodialdo-1,4-furanose (81841-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 75percent aq. acetic acid / 18 h / Ambient temperature

2: 450 mg / aq. sodium metaperiodate / methanol / 0.25 h / Ambient temperature

With sodium periodate; acetic acid; In methanol;

DOI:10.1016/S0040-4020(01)81581-7

upstream raw materials:

3-O-Benzyl-3-C-methyl-1,2-O-isopropylidene-α-D-allofuranose

3-O-benzyl-3-C-methyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

1,2;5,6-di-O-isopropylidene-3-C-methyl-α-D-allofuranose

Downstream raw materials:

1-((3aR,5R,6R,6aR)-6-Benzyloxy-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

(5R)-3-O-Benzyl-1,2-O-isopropylidene-3-C-methyl-5-(9',10'-dihydro-1',4'-dihydroxy-9',10'-dioxo-2'-anthryl)-α-D-ribofuranose

(5S)-3-O-Benzyl-1,2-O-isopropylidene-3-C-methyl-5-(9',10'-dihydro-1',4'-dihydroxy-9',10'-dioxo-2'-anthryl)-α-D-ribofuranose

(4R)-2-O-Benzyl-2-C-methyl-3-O-formyl-4-(1,2,3,4,4a,9,9a,10-octahydro-5-hydroxy-1,4,9,10-tetraoxo-2-anthryl)-α(β)-D-erythro-tetrafuranose

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