PHENYL N-BENZYL-2-AMINO-4,6-O-BENZYLIDENE-2-N,3-O-CARBONYL-2-DEOXY-1-THIO-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: PHENYL N-BENZYL-2-AMINO-4,6-O-BENZYLIDENE-2-N,3-O-CARBONYL-2-DEOXY-1-THIO-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 910805-49-1
• Molecular Formula: C27H25NO5S
• Molecular Weight: 475.565
• Mol file: 910805-49-1.mol

Synonyms:PHENYL N-BENZYL-2-AMINO-4,6-O-BENZYLIDENE-2-N,3-O-CARBONYL-2-DEOXY-1-THIO-BETA-D-GLUCOPYRANOSIDE;Phenyl N-Benzyl-2-amino-4,6-o-benzylidene-2-N,3-o-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside;Phenyl N-Benzyl-2-amino-4,6-O-benzylidene-2-N,3-O-carbonyl-2-deoxy-1-thio-&beta

Chemical Property of PHENYL N-BENZYL-2-AMINO-4,6-O-BENZYLIDENE-2-N,3-O-CARBONYL-2-DEOXY-1-THIO-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• PSA: 82.53000
• LogP: 4.94530
• Storage Temp.: Freezer

Purity/Quality:

97% ^*data from raw suppliers

Phenyln-benzyl-2-amino-4,6-O-benzylidene-2-n,3-O-carbonyl-2-deoxy-1-thio-beta-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PHENYL N-BENZYL-2-AMINO-4,6-O-BENZYLIDENE-2-N,3-O-CARBONYL-2-DEOXY-1-THIO-BETA-D-GLUCOPYRANOSIDE

There total 2 articles about PHENYL N-BENZYL-2-AMINO-4,6-O-BENZYLIDENE-2-N,3-O-CARBONYL-2-DEOXY-1-THIO-BETA-D-GLUCOPYRANOSIDE 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: 96.0%

benzyl bromide (100-39-0) + phenyl N-(2,2,2-trichloroethoxy)carbonyl-2-amino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside → phenyl N-benzyl-2-amino-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (910805-49-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ja062531e

Reference yield:

C20H19NO5S (1280531-26-1) + benzyl chloride (100-44-7) → phenyl N-benzyl-2-amino-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (910805-49-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -40 - 0 ℃; for 1h;

DOI:10.1002/chem.201303474

Reference yield: 72.0%

phenyl N-benzyl-2-amino-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (910805-49-1) → phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside (910805-50-4) + phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-glucopyranoside (910805-51-5)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; for 1.33333h; cooling;

DOI:10.1021/ja062531e

upstream raw materials:

benzyl bromide

C₂₀H₁₉NO₅S

benzyl chloride

Downstream raw materials:

phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-α-D-glucopyranoside

phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-galactopyranoside

N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl bromide

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