Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Name:Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:130450-82-7
Molecular Formula:C₅₅H₅₈O₁₁
Molecular Weight:895.059
Hs Code.:

Synonyms:Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 14 articles about Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-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: 27.0%

: 67831-42-9
benzyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 130450-74-7
4-O-Acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl chloride

: 130450-85-0
Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 130450-82-7
Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; silver perchlorate; In diethyl ether; for 5h; Ambient temperature;
DOI:10.1016/0008-6215(90)84242-M

Reference yield:

: 10323-20-3
D-Arabinose

: 130450-82-7
Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 13 steps

1: 41 percent / acetyl chloride / Ambient temperature

2: 81 percent / TsOH*H₂O / 2 h / Ambient temperature

3: 83 percent / pyridine / 1.)5 h, r.t., 2.)40 deg C

4: 86 percent / AcOH / H₂O / 0.33 h / 90 °C

5: 84 percent / sodium / methanol / Ambient temperature

6: 1.)NaH / 1.)DMF, r.t., 30 min., 2.)r.t., 2 h

7: 76 percent / 10percent KOH / H₂O / 48 h / 100 °C

8: 1.)NaH / 1.)DMF, 2.)r.t.

9: 84 percent / ceric ammonium nitrate / acetonitrile; H₂O / 2 h / Ambient temperature

10: 95 percent / pyridine

11: 1.)tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane, 2.)1M HCl / 1.)EtOH-PhMe-water, reflux, 6 h, 2.)acetone, 20 min., reflux

12: 95 percent / oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂ / 0.5 h / Ambient temperature

13: 27 percent / AgClO₄, 2,4,6-trimethylpyridine / diethyl ether / 5 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 2,4,6-trimethyl-pyridine; hydrogenchloride; potassium hydroxide; Wilkinson's catalyst; oxalyl dichloride; ammonium cerium(IV) nitrate; silver perchlorate; sodium; sodium hydride; toluene-4-sulfonic acid; acetic acid; acetyl chloride; N,N-dimethyl-formamide; In methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/0008-6215(90)84242-M

Reference yield:

: 100-39-0
benzyl bromide

: 130450-82-7
Benzyl 4-O-(4-O-acetyl-2,3-di-O-benzyl-α-D-xylopyranosyl)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.)NaH / 1.)DMF, 2.)r.t.

2: 84 percent / ceric ammonium nitrate / acetonitrile; H₂O / 2 h / Ambient temperature

3: 95 percent / pyridine

4: 1.)tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane, 2.)1M HCl / 1.)EtOH-PhMe-water, reflux, 6 h, 2.)acetone, 20 min., reflux

5: 95 percent / oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 27 percent / AgClO₄, 2,4,6-trimethylpyridine / diethyl ether / 5 h / Ambient temperature

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 2,4,6-trimethyl-pyridine; hydrogenchloride; Wilkinson's catalyst; oxalyl dichloride; ammonium cerium(IV) nitrate; silver perchlorate; sodium hydride; N,N-dimethyl-formamide; In diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/0008-6215(90)84242-M