ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 933790-89-7
• Molecular Formula: C₃₀H₂₇NO₈S
• Molecular Weight: 561.612

Synonyms:ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 2 articles about ethyl 3,4-di-O-benzoyl-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: 95.0%

ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-6-O-trityl-β-D-glucopyranoside (933790-88-6) → ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (933790-89-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1134/S1068162006040108

Reference yield:

2-((2S,3R,4R,5S,6R)-2-Ethylsulfanyl-4,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl)-isoindole-1,3-dione → ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (933790-89-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.30 g / pyridine / 24 h

2: 95 percent / aq. trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

With pyridine; trifluoroacetic acid; In dichloromethane;

DOI:10.1134/S1068162006040108

Reference yield: 85.0%

C30H24NO9Br (933790-97-7) + ethyl 3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (933790-89-7) → ethyl 6-O-(6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (932015-06-0)

Guidance literature:

With mercury(II) cyanide; mercury dibromide; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1134/S1068162006040108

upstream raw materials:

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

Downstream raw materials:

ethyl 6-O-(6-O-acetyl-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

ethyl 6-O-(3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

6-O-(3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide

ethyl O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->-6)-3,4-di-O-benzoyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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