3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

Base Information

Chemical Name:3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal
CAS No.:196705-04-1
Molecular Formula:C₇₉H₁₀₂O₁₆Si
Molecular Weight:1335.75
Hs Code.:

3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

Synonyms:3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

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Chemical Property of 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

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Technology Process of 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

There total 9 articles about 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal 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: 69.0%

: 145852-76-2
3,6-di-O-benzyl-D-glucal

: 196705-03-0
thioethyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

: 196705-04-1
3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

Guidance literature:: With 4 A molecular sieve; Di-tert-butylpyridine; methyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 15h;
DOI:10.1021/ja971640d

Reference yield:

: 3282-30-2
pivaloyl chloride

: 196705-04-1
3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

2: 86 percent / methyl triflate; di-tert-butylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 15 h / 0 °C

3: dimethyldioxirane / CH₂Cl₂; acetone / 0.33 h / 0 °C

4: trifluoroacetic acid anhydride / CH₂Cl₂ / 0.33 h / -78 °C

5: 98 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

6: 69 percent / methyl triflate; di-tert-butylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 15 h / 0 °C

With dmap; 4 A molecular sieve; 3,3-dimethyldioxirane; Di-tert-butylpyridine; trifluoroacetic anhydride; methyl trifluoromethanesulfonate; In dichloromethane; acetone; 1: Acylation / 2: glycosylation / 3: Epoxidation / 4: Ring cleavage / 5: Acylation / 6: glycosylation;
DOI:10.1021/ja971640d

Reference yield:

: 196703-96-5
3,4-di-O-benzyl-6-O-(triisopropylsilyl)-D-galactal

: 196705-04-1
3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-galactopyranoside-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside-(1->4)-3,6-di-O-benzyl-D-glucal

Guidance literature:: Multi-step reaction with 8 steps

1: dimethyldioxirane / CH₂Cl₂; acetone / 0.33 h / 0 °C

2: trifluoroacetic acid anhydride / CH₂Cl₂ / 0.33 h / -78 °C

3: 100 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

4: 86 percent / methyl triflate; di-tert-butylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 15 h / 0 °C

5: dimethyldioxirane / CH₂Cl₂; acetone / 0.33 h / 0 °C

6: trifluoroacetic acid anhydride / CH₂Cl₂ / 0.33 h / -78 °C

7: 98 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

8: 69 percent / methyl triflate; di-tert-butylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 15 h / 0 °C

With dmap; 4 A molecular sieve; 3,3-dimethyldioxirane; Di-tert-butylpyridine; trifluoroacetic anhydride; methyl trifluoromethanesulfonate; In dichloromethane; acetone; 1: Epoxidation / 2: Ring cleavage / 3: Acylation / 4: glycosylation / 5: Epoxidation / 6: Ring cleavage / 7: Acylation / 8: glycosylation;
DOI:10.1021/ja971640d