2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

Chemical Name:2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside
CAS No.:911371-36-3
Molecular Formula:C₅₁H₅₄O₁₃
Molecular Weight:874.982
Hs Code.:

Synonyms:2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

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Chemical Property of 2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

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Technology Process of 2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 20 articles about 2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 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%

: 911371-51-2
2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

: 911371-36-3
2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: With sodium hydride; benzyl alcohol; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ol061444o

Reference yield:

: 2,3,5,6-tetra-O-acetyl-D-galactofuranosyl chloride

: 911371-36-3
2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 4.35 g / HgBr₂; Hg(CN)2 / acetonitrile / 0.5 h / 20 °C

2: 92 percent / NaOMe / methanol / 0 - 20 °C

3: 70 percent / camphorsulfonic acid / dimethylformamide / 1 h / 20 °C

4: 82 percent / imidazole / dimethylformamide / 4 h / 20 °C

5: 95 percent / NaH / dimethylformamide / 1 h / 20 °C

6: 98 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

7: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

8: 98 percent / H₂; ammonium acetate / Pd/C / methanol; ethyl acetate / 1 h / 20 °C

9: 682 mg / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -40 - 0 °C

10: 82 percent / benzyl alcohol; NaH / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; ammonium acetate; dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; mercury(II) cyanide; sodium hydride; triethylamine; mercury dibromide; benzyl alcohol; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol061444o

Reference yield:

: 911371-41-0
2'-(benzyloxycarbonyl)benzyl β-D-galactofuranoside

: 911371-36-3
2'-(benzyloxycarbonyl)benzyl (3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / camphorsulfonic acid / dimethylformamide / 1 h / 20 °C

2: 82 percent / imidazole / dimethylformamide / 4 h / 20 °C

3: 95 percent / NaH / dimethylformamide / 1 h / 20 °C

4: 98 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

5: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

6: 98 percent / H₂; ammonium acetate / Pd/C / methanol; ethyl acetate / 1 h / 20 °C

7: 682 mg / 2,6-di-tert-butyl-4-methylpyridine; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -40 - 0 °C

8: 82 percent / benzyl alcohol; NaH / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; ammonium acetate; dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; benzyl alcohol; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol061444o