Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

Base Information

Chemical Name:Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside
CAS No.:150920-91-5
Molecular Formula:C₄₇H₇₀N₂O₂₂Si₂
Molecular Weight:1071.24
Hs Code.:

Allyl O-<methyl <4,5,7,8-tetra-O-acetyl-3-O-(4-nitrobenzoyl)-α-D-glycero-D-talo-2-octulopyranosyl>onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

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Chemical Property of Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

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Technology Process of Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

There total 8 articles about Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-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:

: 85382-90-7
methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat

: 150920-91-5
Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

2: 100 percent / TiBr₄ / CH₂Cl₂ / 48 h / Heating

3: 63 percent / AgOTf, 4A molecular sieves / acetonitrile / 4 h / 70 °C

4: 1) TMS triflate, 4A molecular sives, 2) Ac₂O, pyridine, 4-dimethylaminopyridine / 1) CH₂Cl₂, 2 h, r.t., 2) 15 h, r.t.

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 4A molecular sives; silver trifluoromethanesulfonate; acetic anhydride; titanium(IV) bromide; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(93)80005-Y

Reference yield:

: 131338-01-7
allyl 2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-β-D-glucopyranoside

: 150920-91-5
Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / AgOTf, 4A molecular sieves / acetonitrile / 4 h / 70 °C

2: 1) TMS triflate, 4A molecular sives, 2) Ac₂O, pyridine, 4-dimethylaminopyridine / 1) CH₂Cl₂, 2 h, r.t., 2) 15 h, r.t.

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 4A molecular sives; silver trifluoromethanesulfonate; acetic anhydride; In acetonitrile;
DOI:10.1016/0008-6215(93)80005-Y

Reference yield:

: 148083-34-5
Methyl 3,4,5,7,8-penta-O-acetyl-α-D-glycero-D-talo-2-octulopyranosyl bromide

: 150920-91-5
Allyl O-onate>-(2->6)-2-acetamido-2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 40 percent / Ag triflate / methanol; CH₂Cl₂ / 5 h / Ambient temperature

2: 70 percent / pyridine / 60 h / Ambient temperature

3: 100 percent / TiBr₄ / CH₂Cl₂ / 48 h / Heating

4: 63 percent / AgOTf, 4A molecular sieves / acetonitrile / 4 h / 70 °C

5: 1) TMS triflate, 4A molecular sives, 2) Ac₂O, pyridine, 4-dimethylaminopyridine / 1) CH₂Cl₂, 2 h, r.t., 2) 15 h, r.t.

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 4A molecular sives; silver trifluoromethanesulfonate; acetic anhydride; titanium(IV) bromide; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(93)80005-Y