{(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester

Base Information

• Chemical Name: {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester
• CAS No.: 181045-88-5
• Molecular Formula: C₈₁H₈₆O₁₅
• Molecular Weight: 1299.56

Synonyms:

Chemical Property of {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester

There total 4 articles about {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester 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: 20.0%

(2,4,6-tri-O-benzyl-1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid benzyl ester (165557-04-0) + (2R,3R)-1,4-Bis-benzyloxy-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butan-2-ol (181045-86-3) → {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester (181045-88-5)

Guidance literature:

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile; a) -30 deg C, 1 h, b) RT, overnight;

DOI:10.1016/0968-0896(96)00055-7

Reference yield:

(2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran (107802-80-2) → {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester (181045-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Br₂, 2.) Et₄NBr, molecular sieves 4A / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, RT, overnight

2: 20 percent / DMTST, molecular sieves 4A / acetonitrile / a) -30 deg C, 1 h, b) RT, overnight

With 4 A molecular sieve; tetraethylammonium bromide; bromine; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile;

DOI:10.1016/0968-0896(96)00055-7

Reference yield:

(1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid tert-butyl ester (165557-05-1) → {(2R,3R,4S,5S,6R)-3,5-Bis-benzyloxy-2-[(1R,2R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-propoxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid benzyl ester (181045-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH, 3.) AcOH

2: 1.) NaH / 1.) DMF, RT, 2 h, 2.) DMF, overnight

3: 20 percent / DMTST, molecular sieves 4A / acetonitrile / a) -30 deg C, 1 h, b) RT, overnight

With 4 A molecular sieve; sodium hydride; acetic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile;

DOI:10.1016/0968-0896(96)00055-7

upstream raw materials:

(2,4,6-tri-O-benzyl-1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid benzyl ester

(2R,3R)-1,4-Bis-benzyloxy-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-butan-2-ol

(2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran

(1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid tert-butyl ester

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