benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Base Information

Chemical Name:benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside
CAS No.:591774-29-7
Molecular Formula:C₃₂H₄₄O₁₅
Molecular Weight:668.692
Hs Code.:

Synonyms:benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

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Chemical Property of benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

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Technology Process of benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

There total 12 articles about benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-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: 85.0%

: 591774-28-6
benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-glucopyranoside

: 591774-29-7
benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; at 20 ℃;
DOI:10.1002/ejoc.200200425

Reference yield:

: 18404-72-3
benzyl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

: 591774-29-7
benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 73 percent / Candida antarctica lipase / tetrahydrofuran / 48 h / 40 °C

2: 72 percent / Candida antarctica lipase / acetonitrile / 96 h / 45 °C

3: 66 percent / camphorsulfonic acid / 22 h / Heating

4: 75 percent / imidazole / dimethylformamide / 2 h / 20 °C

5: 94 percent / pyridine / 2 h / 20 °C

6: 99 percent / NH₃NH₂OAc / ethanol; diethyl ether / 2 h / 20 °C

7: 83 percent / K₂CO₃ / methanol

8: 51 percent / TMSOTf / CH₂Cl₂ / -35 °C

9: TBAF; HOAc / tetrahydrofuran / 20 h / 40 °C

10: 12.7 mg / CF₃COOH; water / CHCl₃ / 2 h / -5 °C

11: 85 percent / MeONa / methanol / 20 °C

With pyridine; 1H-imidazole; Candida antarctica lipase; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; sodium methylate; hydrazinium monoacetate; potassium carbonate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.200200425

Reference yield:

: O-(2-O-benzyl-3,4-di-O-acetyl-β-L-fucopyranosyl)-trichloroacetimidate

: 591774-29-7
benzyl (2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 51 percent / TMSOTf / CH₂Cl₂ / -35 °C

2: TBAF; HOAc / tetrahydrofuran / 20 h / 40 °C

3: 12.7 mg / CF₃COOH; water / CHCl₃ / 2 h / -5 °C

4: 85 percent / MeONa / methanol / 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; water; sodium methylate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1002/ejoc.200200425