2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

Base Information

Chemical Name:2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate
CAS No.:756498-04-1
Molecular Formula:C₂₀H₂₂Cl₃NO₇
Molecular Weight:494.756
Hs Code.:

Synonyms:2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

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Chemical Property of 2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

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Technology Process of 2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

There total 6 articles about 2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate 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: 72.0%

: 545-06-2
trichloroacetonitrile

: 2-O-acetyl-3-O-allyl-4-O-benzoyl-D-rhamnopyranose

: 756498-04-1
2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.carres.2004.06.010

Reference yield:

: 98-88-4
benzoyl chloride

: 756498-04-1
2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 1 h / 0 °C

2.1: 0.878 g / TFA / H₂O / 0.33 h / 20 °C

3.1: Bu₂SnO / benzene; methanol / 1.5 h / 60 °C

3.2: 88 percent / toluene / 2 h / 65 °C

4.1: H₂SO₄; AcOH / 0.5 h / 20 °C

5.1: 0.858 g / hydrazine acetate / dimethylformamide / 0.67 h / 20 °C

6.1: 72 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

With pyridine; sulfuric acid; hydrazinium monoacetate; di(n-butyl)tin oxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.carres.2004.06.010

Reference yield:

: 85726-76-7
methyl 4-O-benzoyl-2,3-O-isopropylidene-α-D-rhamnopyranoside

: 756498-04-1
2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl trichloroacetamidate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 0.878 g / TFA / H₂O / 0.33 h / 20 °C

2.1: Bu₂SnO / benzene; methanol / 1.5 h / 60 °C

2.2: 88 percent / toluene / 2 h / 65 °C

3.1: H₂SO₄; AcOH / 0.5 h / 20 °C

4.1: 0.858 g / hydrazine acetate / dimethylformamide / 0.67 h / 20 °C

5.1: 72 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

With sulfuric acid; hydrazinium monoacetate; di(n-butyl)tin oxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.carres.2004.06.010