benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:97576-55-1
Molecular Formula:C₆₃H₇₃NO₁₂Si
Molecular Weight:1064.36
Hs Code.:

benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 8 articles about benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-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: 38.0%

: 55287-49-5
benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 97576-48-2,97576-49-3
2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-glucopyranosyl chloride

: 97576-55-1
benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; -70 deg C, then 4 deg C, 48 h;
DOI:10.1016/0008-6215(85)85203-4

Reference yield:

: 97673-01-3
1,2-O-<1-(exo-ethoxy)ethylidene>-α-D-glucopyranose

: 97576-55-1
benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) bis(tributyl)tin oxide; 2.) Bu₄NBr / 1.) toluene, reflux, 3 h; 2.) RT, 24 h;

2: 74 percent / silver oxide / dimethylformamide / 4 h / Ambient temperature

3: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / Ambient temperature

4: 95 percent / cation-exchange resin (H⁺) / ethanol; H₂O / 0.25 h / Ambient temperature

5: 78 percent / SOCl₂ / dimethylformamide; CH₂Cl₂ / Ambient temperature

6: 38 percent / silver triflate, molecular sieve 4 Angstroem / CH₂Cl₂ / -70 deg C, then 4 deg C, 48 h

With barium dihydroxide; thionyl chloride; 4 A molecular sieve; cation-exchange resin (H⁺); tetrabutylammomium bromide; silver trifluoromethanesulfonate; bis(tri-n-butyltin)oxide; barium(II) oxide; silver(l) oxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85203-4

Reference yield:

: 100-39-0
benzyl bromide

: 97576-55-1
benzyl 2-acetamido-4-O-(2-O-acetyl-3-O-allyl-4-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / Ambient temperature

2: 95 percent / cation-exchange resin (H⁺) / ethanol; H₂O / 0.25 h / Ambient temperature

3: 78 percent / SOCl₂ / dimethylformamide; CH₂Cl₂ / Ambient temperature

4: 38 percent / silver triflate, molecular sieve 4 Angstroem / CH₂Cl₂ / -70 deg C, then 4 deg C, 48 h

With barium dihydroxide; thionyl chloride; 4 A molecular sieve; cation-exchange resin (H⁺); silver trifluoromethanesulfonate; barium(II) oxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85203-4