desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose

Base Information

• Chemical Name: desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose
• CAS No.: 106966-48-7
• Molecular Formula: C₂₇H₂₉NO₅
• Molecular Weight: 447.531

Synonyms:desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose

Chemical Property of desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose

Chemical Property:

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Technology Process of desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose

There total 2 articles about desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-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: 72.0%

1,2-O-Isopropyliden-5-O-triphenylmethyl-α-D-erythro-pentofuranosulose-(3)-oxim (20590-55-0) → desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose (106966-48-7)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 2h;

DOI:10.1002/hlca.19860690521

Reference yield:

1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose (20590-54-9) → desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose (106966-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NH₂OH*HCl / pyridine; ethanol / 1 h / Heating

2: 72 percent / NaBH₃CN / methanol / 2 h

With hydroxylamine hydrochloride; sodium cyanoborohydride; In pyridine; methanol; ethanol;

DOI:10.1002/hlca.19860690521

Reference yield: 99.0%

desoxy-3-hydroxyamino-3-O-isopropylidene-1,2-O-trityl-5-α-D-ribofuranose (106966-48-7) + 1,2-O-isopropylidene-3-O-methyl-α-D-xylo-pentodialdo-1,4-furanose (18968-51-9,43138-66-5,63522-21-4,816444-37-8) → C36H41NO9

Guidance literature:

In tetrahydrofuran; for 3h; Ambient temperature;

upstream raw materials:

1,2-O-Isopropyliden-5-O-triphenylmethyl-α-D-erythro-pentofuranosulose-(3)-oxim

1,2-O-isopropylidene-5-O-(triphenylmethyl)-α-D-erythro-pentofuranos-3-ulose

Downstream raw materials:

(3aR,5S,6R,6aR)-2,2-Dimethyl-6-nitroso-5-trityloxymethyl-tetrahydro-furo[2,3-d][1,3]dioxole

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