methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

Base Information

Chemical Name:methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside
CAS No.:756498-05-2
Molecular Formula:C₃₇H₄₄O₁₄
Molecular Weight:712.748
Hs Code.:

Synonyms:methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

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Chemical Property of methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

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Technology Process of methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

There total 8 articles about methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside 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: 86.0%

: 756498-02-9
methyl 4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

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

: 756498-05-2
methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -50 ℃; for 2.5h;
DOI:10.1016/j.carres.2004.06.010

Reference yield:

: 98-88-4
benzoyl chloride

: 756498-05-2
methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 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

7.1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 2.5 h / -50 °C

With pyridine; sulfuric acid; boron trifluoride diethyl etherate; 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:

: 122805-36-1
methyl 4-O-benzoyl-α-D-rhamnopyranoside

: 756498-05-2
methyl (2-O-acetyl-3-O-allyl-4-O-benzoyl-αD-rhamnopyranosyl)-(1->3)-4-O-benzoyl-2-O-levulinoyl-α-D-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 88 percent / toluene / 2 h / 65 °C

2.1: H₂SO₄; AcOH / 0.5 h / 20 °C

3.1: 0.858 g / hydrazine acetate / dimethylformamide / 0.67 h / 20 °C

4.1: 72 percent / DBU / CH₂Cl₂ / 1 h / 0 °C

5.1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 2.5 h / -50 °C

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