(1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol

Base Information

• Chemical Name: (1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol
• CAS No.: 221371-19-3
• Molecular Formula: C₃₄H₄₀O₆
• Molecular Weight: 544.688

Synonyms:(1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol

Chemical Property of (1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol

Chemical Property:

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Technology Process of (1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol

There total 2 articles about (1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol 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%

C68H78O13S (221371-22-8) → (1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol (221371-19-3)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1021/jo982024i

Reference yield: 85.0%

benzyl bromide (100-39-0) + (1R,2R,3S,4S,5S)-3-O-benzyl-5-((benzyloxy)methyl)-1,2-O-cyclohexylidenecyclohexane-1,2,3,4,5-pentol (183268-55-5) → (1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol (221371-19-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1.) 0 deg C, 30 min, 2.) room temp., overnight;

DOI:10.1021/jo982024i

Reference yield: 88.0%

(1R,2R,3R,4S,5S)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidene-1,2,3,4,5-cyclohexanepentol (221371-19-3) → (1R,2R,3S,4R)-3,4-di-O-benzyl-5-(benzyloxymethylene)-1,2-O-cyclohexylidenecyclohexane-1,2,3,4-tetraol

Guidance literature:

With Martins sulfurane; In benzene; for 3h; Heating;

DOI:10.1021/jo982024i

upstream raw materials:

benzyl bromide

(1R,2R,3S,4S,5S)-3-O-benzyl-5-((benzyloxy)methyl)-1,2-O-cyclohexylidenecyclohexane-1,2,3,4,5-pentol

C₆₈H₇₈O₁₃S

Downstream raw materials:

(1R,2R,3S,4R)-3,4-di-O-benzyl-5-(benzyloxymethyl)-1,2-O-cyclohexylidenecyclohex-5-ene-1,2,3,4-tetraol

C₆₈H₇₈O₁₃S

valienamine

(1S,2S,3R,4R)-1-amino-3,4-di-O-benzyl-5-(benzyloxymethyl)cyclohex-5-ene-2,3,4-triol

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