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

Base Information

Chemical Name:benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside
CAS No.:591774-27-5
Molecular Formula:C₆₁H₇₈O₁₉Si
Molecular Weight:1143.36
Hs Code.:

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

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

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Chemical Property of benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

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Technology Process of benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

There total 8 articles about benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-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: 51.0%

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

: 591774-26-4
benzyl (3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

: 591774-27-5
benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -35 ℃;
DOI:10.1002/ejoc.200200425

Reference yield:

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

: 591774-27-5
benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 183296-88-0
benzyl (6-O-acetyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

: 591774-27-5
benzyl (3,4-di-O-acetyl-2-O-benzyl-α-L-fucopyranosyl)-(1->6)-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-thexyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / Candida antarctica lipase / acetonitrile / 96 h / 45 °C

2: 66 percent / camphorsulfonic acid / 22 h / Heating

3: 75 percent / imidazole / dimethylformamide / 2 h / 20 °C

4: 94 percent / pyridine / 2 h / 20 °C

5: 99 percent / NH₃NH₂OAc / ethanol; diethyl ether / 2 h / 20 °C

6: 83 percent / K₂CO₃ / methanol

7: 51 percent / TMSOTf / CH₂Cl₂ / -35 °C

With pyridine; 1H-imidazole; Candida antarctica lipase; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; hydrazinium monoacetate; potassium carbonate; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.200200425