(3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime

Base Information

• Chemical Name: (3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime
• CAS No.: 760984-36-9
• Molecular Formula: C₅₄H₅₉NO₁₀
• Molecular Weight: 882.063

Synonyms:(3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime

Chemical Property of (3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime

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Technology Process of (3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime

There total 1 articles about (3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime 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: 90.0%

2-deoxy-lactose → (3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime (760984-36-9)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2004.06.050

Reference yield: 91.0%

methanesulfonyl chloride (124-63-0) + (3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime (760984-36-9) → Methanesulfonic acid (1R,2S,3R)-3-benzyloxy-1-benzyloxymethyl-4-cyano-2-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-butyl ester

Guidance literature:

With pyridine; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.06.050

Reference yield:

(3R,4R,5R)-3,6-Bis-benzyloxy-5-hydroxy-4-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hexanal oxime (760984-36-9) → (3R,4R,5S)-3,6-di-O-benzyl-5-azide-4-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopranosyl)hexanenitrile

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridine / 1 h / 20 °C

2: 86 percent / NaN₃ / dimethylformamide / 36 h / 100 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.06.050

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