β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

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Chemical Name:β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside
CAS No.:1443651-45-3
Molecular Formula:C₂₃H₃₂O₉
Molecular Weight:452.502
Hs Code.:

Synonyms:β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

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Technology Process of β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

There total 9 articles about β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-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: 86.0%

: 1443651-44-2
β-L-2,3-dehydro-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

: 1443651-45-3
β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; water; for 6h; Reflux;
DOI:10.1002/chem.201204545

Reference yield:

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 1443651-45-3
β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

2.1: acetic acid / 120 h / 20 °C / Inert atmosphere

3.1: pyridine; dmap / dichloromethane / 2 h / Inert atmosphere

4.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h

5.1: diethylzinc / tetrahydrofuran / 4 h / Molecular sieve; Inert atmosphere

5.2: Inert atmosphere; Molecular sieve

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

8.1: methanol; triethylamine / Inert atmosphere

9.1: toluene-4-sulfonic acid hydrazide; sodium acetate / water; 1,2-dimethoxyethane / 6 h / Reflux

With pyridine; methanol; dmap; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; diethylzinc; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; triethylamine; toluene-4-sulfonic acid hydrazide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 7.1: |Mitsunobu Displacement;
DOI:10.1002/chem.201204545

Reference yield:

: 316157-01-4
benzyl 2,3-O-isopropylidene-4-O-(4-methoxybenzyl)-α-L-rhamnopyranoside

: 1443651-45-3
β-L-rhodinopyranosyl-(1→3)-2,4-di-O-acetyl-1-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetic acid / 120 h / 20 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 2 h / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h

4.1: diethylzinc / tetrahydrofuran / 4 h / Molecular sieve; Inert atmosphere

4.2: Inert atmosphere; Molecular sieve

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7.1: methanol; triethylamine / Inert atmosphere

8.1: toluene-4-sulfonic acid hydrazide; sodium acetate / water; 1,2-dimethoxyethane / 6 h / Reflux

With pyridine; methanol; dmap; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; diethylzinc; sodium acetate; acetic acid; triethylamine; toluene-4-sulfonic acid hydrazide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; 6.1: |Mitsunobu Displacement;
DOI:10.1002/chem.201204545