Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

Base Information

Chemical Name:Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside
CAS No.:130450-87-2
Molecular Formula:C₅₆H₆₀O₁₀
Molecular Weight:893.086
Hs Code.:

Synonyms:Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

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Chemical Property of Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

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Technology Process of Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

There total 12 articles about Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside 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: 75.0%

: 25320-59-6
tetra-O-benzyl glucopyranosyl chloride

: 130450-70-3
Allyl 2,3-di-O-benzyl-β-D-xylopyranoside

: 130450-87-2
Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

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

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 130450-87-2
Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / oxalyl chloride / CH₂Cl₂; dimethylformamide / Ambient temperature

2: 75 percent / AgClO₄, 2,4,6-trimethylpyridine / diethyl ether / Ambient temperature

With 2,4,6-trimethyl-pyridine; oxalyl dichloride; silver perchlorate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84242-M

Reference yield:

: 10323-20-3
D-Arabinose

: 130450-87-2
Allyl 2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 10 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: 75 percent / AgClO₄, 2,4,6-trimethylpyridine / diethyl ether / Ambient temperature

With pyridine; 2,4,6-trimethyl-pyridine; potassium hydroxide; ammonium cerium(IV) nitrate; silver perchlorate; sodium; sodium hydride; toluene-4-sulfonic acid; acetic acid; acetyl chloride; In methanol; diethyl ether; water; acetonitrile;
DOI:10.1016/0008-6215(90)84242-M