2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

Base Information

Chemical Name:2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside
CAS No.:124488-81-9
Molecular Formula:C₂₈H₄₅N₃O₉Si
Molecular Weight:595.766
Hs Code.:

Synonyms:2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

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Chemical Property of 2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

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Technology Process of 2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

There total 17 articles about 2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside 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: 92.0%

: 124488-80-8
2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

: 77-76-9
2,2-dimethoxy-propane

: 124488-81-9
2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 0 ℃; for 3h;
DOI:10.1016/0008-6215(89)84146-1

Reference yield:

: 124579-81-3
1,5-Anhydro-2-deoxy-3-O-methyl-D-lyxo-hex-1-enitol

: 124488-81-9
2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 96.9 percent / pyridine

2: 62.4 percent / NaN₃, Ce(NH₄)2(NO₃)6 / acetonitrile / 10 h

3: 88.5 percent / potassium acetate / 1.5 h / 100 °C

4: TiBr₄ / ethyl acetate; CH₂Cl₂ / 8 h / 30 °C

5: 87 percent / Hg(CN)2, HgBr₂, molecular sieves 4 Angstroem / CH₂Cl₂ / 10 h / Ambient temperature

6: 90 percent / sodium methoxide / methanol / 4 h / 50 °C

7: 92 percent / 4-toluenesulfonic acid / dimethylformamide / 3 h / 0 °C

With pyridine; sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium methylate; potassium acetate; mercury(II) cyanide; titanium(IV) bromide; toluene-4-sulfonic acid; mercury dibromide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(89)84146-1

Reference yield:

: 60584-32-9,124579-82-4
4,6-Di-O-acetyl-1,5-anhydro-2-deoxy-3-O-methyl-D-lyxo-hex-1-enitol

: 124488-81-9
2-(Trimethylsilyl)ethyl 3-O-(2-azido-2-deoxy-4,6-O-isopropylidene-3-O-methyl-α-D-galactopyranosyl)-2-O-benzyl-β-L-fucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 62.4 percent / NaN₃, Ce(NH₄)2(NO₃)6 / acetonitrile / 10 h

2: 88.5 percent / potassium acetate / 1.5 h / 100 °C

3: TiBr₄ / ethyl acetate; CH₂Cl₂ / 8 h / 30 °C

4: 87 percent / Hg(CN)2, HgBr₂, molecular sieves 4 Angstroem / CH₂Cl₂ / 10 h / Ambient temperature

5: 90 percent / sodium methoxide / methanol / 4 h / 50 °C

6: 92 percent / 4-toluenesulfonic acid / dimethylformamide / 3 h / 0 °C

With sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium methylate; potassium acetate; mercury(II) cyanide; titanium(IV) bromide; toluene-4-sulfonic acid; mercury dibromide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(89)84146-1