2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

Base Information

Chemical Name:2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside
CAS No.:911371-48-7
Molecular Formula:C₃₆H₄₂O₉
Molecular Weight:618.724
Hs Code.:

Synonyms:2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

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Chemical Property of 2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

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Technology Process of 2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

There total 8 articles about 2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside 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: 99.0%

: 911371-47-6
2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-β-D-galactofuranoside

: 3282-30-2
pivaloyl chloride

: 911371-48-7
2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol061444o

Reference yield:

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

: 911371-48-7
2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; mercury(II) cyanide; sodium hydride; triethylamine; mercury dibromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol061444o

Reference yield:

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

: 911371-48-7
2'-(benzyloxycarbonyl)benzyl 3-O-benzyl-5,6-O-isopropylidene-2-O-pivaloyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 5 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

With 1H-imidazole; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol061444o