(3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene

Base Information

• Chemical Name: (3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene
• CAS No.: 1265884-15-8
• Molecular Formula: C₃₀H₃₆O₉S₂
• Molecular Weight: 604.742

Synonyms:(3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene

Chemical Property of (3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene

Chemical Property:

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Technology Process of (3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene

There total 1 articles about (3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene 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:

(3R,4R,5R)-3,4,6-tris(benzyloxy)-5-hydroxy-2-hydroxymethylhex-1-ene (1265884-14-7) + methanesulfonyl chloride (124-63-0) → (3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene (1265884-15-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h; Molecular sieve;

DOI:10.1016/j.tet.2010.11.050

Reference yield:

(3R,4S,5R)-3,4,6-tris(benzyloxy)-5-(methylsulfonyloxy)-2-(methylsulfonyloxymethyl)-hex-1-ene (1265884-15-8) + benzylamine (100-46-9) → (2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-C-methylene-piperidine (1265884-16-9)

Guidance literature:

at 90 ℃; for 24h; Neat (no solvent);

DOI:10.1016/j.tet.2010.11.050

upstream raw materials:

(3R,4R,5R)-3,4,6-tris(benzyloxy)-5-hydroxy-2-hydroxymethylhex-1-ene

methanesulfonyl chloride

Downstream raw materials:

(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-C-methylene-piperidine

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