3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose

Base Information

• Chemical Name: 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose
• CAS No.: 191721-06-9
• Molecular Formula: C₂₃H₂₉NO₄
• Molecular Weight: 383.488

Synonyms:3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose

Chemical Property of 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose

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Technology Process of 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose

There total 11 articles about 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-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: 77.0%

N-Benzyl-N-[(S)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-hydroxylamine (191721-01-4) → 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose (191721-06-9)

Guidance literature:

With copper diacetate; acetic acid; zinc; In water; at 70 ℃; for 1h;

DOI:10.1016/S0957-4166(97)00147-X

Reference yield: 58.0%

3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-β-L-ido-1,4-furanose (868078-75-5) + benzyl bromide (100-39-0) → 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose (191721-06-9)

Guidance literature:

3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-β-L-ido-1,4-furanose; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jo051143c

Reference yield: 44.0%

3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-β-L-ido-1,4-furanose (868078-75-5) → 3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-β-L-ido-1,4-furanose (191721-06-9)

Guidance literature:

With magnesium; In methanol; at 20 ℃;

DOI:10.1021/jo051143c

upstream raw materials:

N-Benzyl-N-[(S)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-hydroxylamine

3-O-benzyl-5-benzylamino-5,6-dideoxy-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-β-L-ido-1,4-furanose

benzyl bromide

3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-5-O-(p-tolylsulfonyl)-α-D-gluco-hexofuranose

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