(2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate

Base Information

• Chemical Name: (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate
• CAS No.: 1137931-83-9
• Molecular Formula: C₃₅H₃₈O₈S₂
• Molecular Weight: 650.814

Synonyms:(2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate

Chemical Property of (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate

Chemical Property:

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Technology Process of (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate

There total 1 articles about (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate 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: 80.0%

(2R,3R,4R,5R)-3,5,6-tribenzyloxy-2-[(4-methylphenyl)sulfonyl]-hexane-1,4-diol (1137931-79-3) + methanesulfonyl chloride (124-63-0) → (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate (1137931-83-9)

Guidance literature:

With pyridine; at 0 - 4 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo802709q

Reference yield: 85.0%

(2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate (1137931-83-9) + methylamine (74-89-5) → C35H39NO5S (1219826-94-4)

Guidance literature:

(2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate; methylamine; In tetrahydrofuran; water; for 6h; Inert atmosphere;

With potassium carbonate; In methanol; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.200900957

Reference yield: 83.0%

2-(Aminomethyl)pyridine (3731-51-9) + (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate (1137931-83-9) → C40H42N2O5S (1219826-96-6)

Guidance literature:

2-(Aminomethyl)pyridine; (2R,3R,4R)-5-[(4-methylphenyl)sulfonyl]-1,2,4-tribenzyloxyhex-5-en-3-yl methanesulfonate; for 2h; Inert atmosphere; Neat (no solvent);

With potassium carbonate; In methanol; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.200900957

upstream raw materials:

(2R,3R,4R,5R)-3,5,6-tribenzyloxy-2-[(4-methylphenyl)sulfonyl]-hexane-1,4-diol

methanesulfonyl chloride

Downstream raw materials:

(1R,2S,3R)-2-((1S)-1,2-dibenzyloxyethyl)-3-benzyloxy-1-methylcyclopropyl 4-methylphenyl sulfone

2-{[(1S,2S,3R)-2-((1S)-1,2-dibenzyloxyethyl)-3-benzyloxy-1-(4-methylphenylsulfonyl)cyclopropyl]methyl}-1H-isoindole-1,3(2H)-dione

(1S,2S,3R)-2-((1S)-1,2-dibenzyloxyethyl)-3-benzyloxy-1-(methoxymethyl)cyclopropyl 4-methylphenyl sulfone

(1R,2S,3R)-2-((1S)-1,2-dibenzyloxyethyl)-3-benzyloxy-1-[(benzylsulfanyl)methyl]cyclopropyl 4-methylphenyl sulfone

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