4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

Base Information

Chemical Name:4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside
CAS No.:693787-96-1
Molecular Formula:C₅₄H₄₈O₁₅
Molecular Weight:936.966
Hs Code.:

Synonyms:4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

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Chemical Property of 4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

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Technology Process of 4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

There total 8 articles about 4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside 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: 95.0%

: 161007-95-0
2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate

: 693787-90-5
4-methoxybenzyl 3,4-di-O-benzoyl-α-L-arabinopyranoside

: 693787-96-1
4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 2h;
DOI:10.1002/ejoc.200300723

Reference yield:

: 51830-02-5
bromo-2,3,4-O-triacetyl-α/β-L-arabinopyranoside

: 693787-96-1
4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 49.8 g / I₂; Ag₂CO₃ / toluene

2: 75 percent / Et₃N / methanol; H₂O

3: 12.3 g / TsOH / dimethylformamide / 2 h / 20 °C

4: 6.4 g / NaH / dimethylformamide / 1 h / 0 °C

5: 3.9 g / aq. AcOH / 1 h / 70 °C

6: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

7: 68 percent / PdCl₂ / methanol / 48 h / 20 °C

8: 95 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 2 h / -20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; iodine; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; silver carbonate; palladium dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.200300723

Reference yield:

: 98-88-4
benzoyl chloride

: 693787-96-1
4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 68 percent / PdCl₂ / methanol / 48 h / 20 °C

3: 95 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 2 h / -20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; triethylamine; palladium dichloride; In methanol; dichloromethane;
DOI:10.1002/ejoc.200300723