Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

Base Information

Chemical Name:Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside
CAS No.:202647-47-0
Molecular Formula:C₄₅H₅₆O₁₄
Molecular Weight:820.931
Hs Code.:

Synonyms:Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

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Chemical Property of Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

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Technology Process of Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

There total 14 articles about Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-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: 76.0%

: 202647-45-8
Allyl (2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl)-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

: 202647-47-0
Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

Guidance literature:: With hydrogen; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; for 0.166667h;
DOI:10.1002/1521-3765(20010216)7:4<858::AID-CHEM858>3.0.CO;2-N

Reference yield:

: 3370-81-8
3-O-methyl-D-glucopyranose

: 202647-47-0
Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: TfOH / 2 h / 120 °C

2: 7.56 g / p-TsOH / toluene / 1 h / 80 °C

3: 95 percent / DMAP; NEt₃ / CH₂Cl₂ / 2 h

4: 82 percent / Et₃SiH; TFAA; TFA / 1,2-dichloro-ethane / 4 h

5: 52 percent / molecular sieves 4 Angstroem; NIS; TfOH / 1,2-dichloro-ethane; diethyl ether / 0.08 h / -25 °C

6: 76 percent / H₂ / (1,5-cyclooctadiene)(Ph₂MeP)2iridium(I) hexafluorophosphate / tetrahydrofuran / 0.17 h

With triethylsilane; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1002/1521-3765(20010216)7:4<858::AID-CHEM858>3.0.CO;2-N

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 202647-47-0
Prop-1'-enyl 2,6-di-O-benzyl-4-O-levulinyl-3-O-methyl-α-D-glucopyranosyl-(1->4)-2-O-acetyl-6-O-benzyl-3-O-methyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 27 g / CSA / acetonitrile / 1.5 h

2: 97 percent / NaH / dimethylformamide / 2 h / 20 °C

3: 60 percent / Et₃SiH; TFAA; TFA / 1,2-dichloro-ethane / 2 h

4: 93 percent / EDCI; DMAP / dioxane / 3.5 h / 20 °C

5: 52 percent / molecular sieves 4 Angstroem; NIS; TfOH / 1,2-dichloro-ethane; diethyl ether / 0.08 h / -25 °C

6: 76 percent / H₂ / (1,5-cyclooctadiene)(Ph₂MeP)2iridium(I) hexafluorophosphate / tetrahydrofuran / 0.17 h

With triethylsilane; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; trifluoroacetic anhydride; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/1521-3765(20010216)7:4<858::AID-CHEM858>3.0.CO;2-N