Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester
• CAS No.: 187879-68-1
• Molecular Formula: C₄₈H₅₁NO₁₁S
• Molecular Weight: 849.999
• Mol file: 187879-68-1.mol

Synonyms:Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

There total 3 articles about Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl 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:

4-O-acetyl-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol (165524-87-8) → Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (187879-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / iodonium biscollidine perchlorate, MS 4A

2: 62 percent / LHMDS / dimethylformamide

3: MeOTf, DTBP, MS 4A / CH₂Cl₂

With di-tert-butyl peroxide; iodonium(di-γ-collidine) perchlorate; methyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.19970031011

Reference yield:

Acetic acid (2R,3R,4S,5S,6S)-6-benzenesulfonylamino-4-benzyloxy-2-benzyloxymethyl-5-iodo-tetrahydro-pyran-3-yl ester (187879-55-6) → Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (187879-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / LHMDS / dimethylformamide

2: MeOTf, DTBP, MS 4A / CH₂Cl₂

With di-tert-butyl peroxide; methyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.19970031011

Reference yield:

3,6-di-O-benzyl-D-glucal (145852-76-2) + ethyl thioglycoside (187879-61-4) → Acetic acid (2R,3S,4R,5R,6R)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester + Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (187879-68-1)

Guidance literature:

With di-tert-butyl peroxide; methyl trifluoromethanesulfonate; In dichloromethane; Yield given. Yields of byproduct given;

DOI:10.1002/chem.19970031011

upstream raw materials:

3,6-di-O-benzyl-D-glucal

ethyl thioglycoside

4-O-acetyl-1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

Acetic acid (2R,3R,4S,5S,6S)-6-benzenesulfonylamino-4-benzyloxy-2-benzyloxymethyl-5-iodo-tetrahydro-pyran-3-yl ester

Downstream raw materials:

N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-6-((2R,3S,4R,5R,6S)-5-benzenesulfonylamino-4-benzyloxy-2-benzyloxymethyl-6-hydroxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3S,4R,5R,6S)-5-benzenesulfonylamino-6-[(2R,3S,4R,5R,6R)-5-benzenesulfonylamino-4-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yloxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

C₅₈H₇₀N₂O₁₃S₂Si