ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside
CAS No.:370554-17-9
Molecular Formula:C₃₀H₂₉Cl₂NO₆S
Molecular Weight:602.535
Hs Code.:

Synonyms:ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

There total 6 articles about ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-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: 82.0%

: 625388-31-0
ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

: 370554-17-9
ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4.5h;
DOI:10.1246/bcsj.76.1829

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 370554-17-9
ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: p-toluenesulfonic acid monohydrate / acetonitrile / 8 h / 20 °C

2: NaH; molecular sieves 4 Angstroem / tetrahydrofuran; various solvent(s) / 0 - 20 °C

3: 82 percent / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 4.5 h / 20 °C

With triethylsilane; 4 A molecular sieve; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1246/bcsj.76.1829

Reference yield:

: 175229-70-6,308796-43-2
1-acetoxy-3,4,6-tri-O-acetyl-2-deoxy-2-(4,5-dichlorophthalimido)-β-D-glucopyranoside

: 370554-17-9
ethyl 3,6-di-O-benzyl-2-deoxy-2-(4,5-dichlorophthalimido)-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / Et₂O*BF₃ / CH₂Cl₂ / 72 h / 20 °C

2: MeONa / methanol / 1.5 h / 0 °C

3: p-toluenesulfonic acid monohydrate / acetonitrile / 8 h / 20 °C

4: NaH; molecular sieves 4 Angstroem / tetrahydrofuran; various solvent(s) / 0 - 20 °C

5: 82 percent / Et₃SiH; trifluoroacetic acid / CH₂Cl₂ / 4.5 h / 20 °C

With triethylsilane; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1246/bcsj.76.1829