2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

Base Information

• Chemical Name: 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione
• CAS No.: 860640-09-1
• Molecular Formula: C₃₀H₂₉NO₆S
• Molecular Weight: 531.629
• Mol file: 860640-09-1.mol

Synonyms:2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

Chemical Property of 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione

There total 4 articles about 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione 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:

ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (115533-35-2) → 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione (860640-09-1)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;

DOI:10.1081/CAR-200061584

Reference yield:

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside (99409-33-3) → 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione (860640-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / NaH / dimethylformamide

2: 90 percent / sodium cyanoborohydride; molecular sieves 3 Angstroem; HCl / tetrahydrofuran; diethyl ether

3: N,N'-dicyclohexylcarbodiimide; pyridine; trifluoroacetic acid / CH₂Cl₂; dimethylsulfoxide

With pyridine; hydrogenchloride; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1081/CAR-200061584

Reference yield:

benzyl bromide (100-39-0) → 2-((2S,3R,4R,6R)-4-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-5-oxo-tetrahydro-pyran-3-yl)-isoindole-1,3-dione (860640-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / NaH / dimethylformamide

2: 90 percent / sodium cyanoborohydride; molecular sieves 3 Angstroem; HCl / tetrahydrofuran; diethyl ether

3: N,N'-dicyclohexylcarbodiimide; pyridine; trifluoroacetic acid / CH₂Cl₂; dimethylsulfoxide

With pyridine; hydrogenchloride; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1081/CAR-200061584

upstream raw materials:

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

ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranoside

benzyl bromide

ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-D-glucopyranoside

Downstream raw materials:

Trifluoro-methanesulfonic acid (2R,3S,4R,5R,6S)-4-benzyloxy-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-ethylsulfanyl-tetrahydro-pyran-3-yl ester

ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-galactopyranoside

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