ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 169048-88-8
• Molecular Formula: C₂₃H₂₅NO₆S
• Molecular Weight: 443.521
• Mol file: 169048-88-8.mol

Synonyms:ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 1 articles about ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-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%

2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione (129519-28-4) → ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (169048-88-8)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/0957-4166(95)00146-G

Reference yield: 93.0%

acetic anhydride (108-24-7) + ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (169048-88-8) → ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (449177-38-2)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1002/1099-0690(200205)2002:10<1614::AID-EJOC1614>3.0.CO;2-1

Reference yield: 69.0%

ethyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (169048-88-8) + 2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl bromide (290330-34-6) → ethyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:

With 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -60 ℃; for 1h;

DOI:10.1081/CAR-100108275

upstream raw materials:

2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

Downstream raw materials:

ethyl 6-O-benzyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

2-[(2S,3R,4R,5R,6R)-6-Benzyloxymethyl-2-ethylsulfanyl-4,5-bis-(isopropyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

ethyl 3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-6-O-p-methoxybenzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide