allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Base Information

Chemical Name:allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside
CAS No.:541503-07-5
Molecular Formula:C₄₀H₄₁ClO₁₄
Molecular Weight:781.21
Hs Code.:

Synonyms:allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

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Chemical Property of allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

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Technology Process of allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

There total 9 articles about allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-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: 88.0%

: 518975-22-9
allyl 3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

: 541503-02-0
2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl trichloroacetimidate

: 541503-07-5
allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(03)00075-9

Reference yield:

: 100639-25-6,71695-57-3
allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 541503-07-5
allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / dimethylformamide / 24 h / 20 °C

2: 2.63 g / acetic acid / 1 h / Heating

3: 83 percent / pyridine / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 92 percent / pyridine / 20 °C

5: acetic acid; sodium acetate; PdCl₂ / 12 h

6: 2.46 g / DBU / CH₂Cl₂ / 2 h / 20 °C

7: 88 percent / TMSOTf / CH₂Cl₂ / 2 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium acetate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00075-9

Reference yield:

: 64650-81-3
allyl α-L-rhamnopyranoside

: 541503-07-5
allyl 2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: p-TsOH*H₂O / dimethylformamide / 12 h

2: pyridine / dimethylformamide / 24 h / 20 °C

3: 2.63 g / acetic acid / 1 h / Heating

4: 83 percent / pyridine / CH₂Cl₂ / 2 h / 0 - 20 °C

5: 92 percent / pyridine / 20 °C

6: acetic acid; sodium acetate; PdCl₂ / 12 h

7: 2.46 g / DBU / CH₂Cl₂ / 2 h / 20 °C

8: 88 percent / TMSOTf / CH₂Cl₂ / 2 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sodium acetate; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00075-9