(3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol

Base Information

• Chemical Name: (3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol
• CAS No.: 1045730-63-9
• Molecular Formula: C₄₆H₅₀O₇
• Molecular Weight: 714.899
• Mol file: 1045730-63-9.mol

Synonyms:(3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol

Chemical Property of (3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol

There total 1 articles about (3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol 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: 88.0%

(3S,4R,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-1,3,4,5,6-pentahydroxy-oct-7-en-2-one (1045730-62-8) + Methyltriphenylphosphonium bromide (1779-49-3) → (3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol (1045730-63-9)

Guidance literature:

With potassium tert-butylate; In toluene; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2008.04.010

Reference yield: 75.0%

(3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol (1045730-63-9) → (3R,4S,5S,6S)-1,3,4,5-tetra-O-benzyl-2-methylene-oct-7-ene-1,3,4,5,6-pentaol (1045730-57-1)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 ℃; for 1.33333h;

DOI:10.1016/j.carres.2008.04.010

Reference yield: 54.0%

(3R,4S,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-2-methylene-oct-7-ene-1,3,4,5,6-pentol (1045730-63-9) → (1S,2R,3S,4R)-2,3,4-tri-O-benzyl-1-O-(3,4-dimethoxybenzyl)-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In 1,2-dichloro-ethane; at 60 ℃; for 48h;

DOI:10.1016/j.carres.2008.04.010

upstream raw materials:

(3S,4R,5R,6S)-1,3,4,5-tetra-O-benzyl-6-O-(3,4-dimethoxybenzyl)-1,3,4,5,6-pentahydroxy-oct-7-en-2-one

Methyltriphenylphosphonium bromide

Downstream raw materials:

(3R,4S,5S,6S)-1,3,4,5-tetra-O-benzyl-2-methylene-oct-7-ene-1,3,4,5,6-pentaol