(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

Base Information

Chemical Name:(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate
CAS No.:693787-99-4
Molecular Formula:C₄₈H₄₀Cl₃NO₁₄
Molecular Weight:961.203
Hs Code.:

Synonyms:(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

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Chemical Property of (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

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Technology Process of (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

There total 8 articles about (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate 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: 81.0%

: 545-06-2
trichloroacetonitrile

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

: 693787-99-4
(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

Guidance literature:: 4-methoxybenzyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-arabinopyranoside; With trifluoroacetic acid; In dichloromethane;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1002/ejoc.200300723

Reference yield:

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

: 693787-99-4
(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 49.8 g / I₂; Ag₂CO₃ / toluene

2.1: 75 percent / Et₃N / methanol; H₂O

3.1: 12.3 g / TsOH / dimethylformamide / 2 h / 20 °C

4.1: 6.4 g / NaH / dimethylformamide / 1 h / 0 °C

5.1: 3.9 g / aq. AcOH / 1 h / 70 °C

6.1: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

7.1: 68 percent / PdCl₂ / methanol / 48 h / 20 °C

8.1: 95 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 2 h / -20 °C

9.1: aq. TFA / CH₂Cl₂

9.2: 81 percent / DBU / CH₂Cl₂

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

Reference yield:

: 98-88-4
benzoyl chloride

: 693787-99-4
(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

2.1: 68 percent / PdCl₂ / methanol / 48 h / 20 °C

3.1: 95 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 2 h / -20 °C

4.1: aq. TFA / CH₂Cl₂

4.2: 81 percent / DBU / CH₂Cl₂

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