6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Base Information

Chemical Name:6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside
CAS No.:1401954-63-9
Molecular Formula:C₃₄H₄₄O₁₁
Molecular Weight:628.717
Hs Code.:

Synonyms:6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

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Technology Process of 6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

There total 3 articles about 6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside 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: 89.0%

: ((2R,3R,4R)-3,4-bis(benzyloxy)-3,4-dihydro-2H-pyran-2-yl)methyl acetate

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 1401954-63-9
6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; In dichloromethane; for 24h; diastereoselective reaction; Inert atmosphere; Reflux;
DOI:10.1002/anie.201204505

Reference yield:

: 166021-01-8
1,5-anhydro-6-O-triisopropylsilyl-2-deoxy-D-lyxo-hex-1-enitol

: 1401954-63-9
6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h

3.1: pyridine / 16 h

4.1: 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea / dichloromethane / 24 h / Inert atmosphere; Reflux

With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/anie.201204505

Reference yield:

: 21193-75-9
D-galactal

: 1401954-63-9
6-O-(6-O-acetyl-3,4-di-O-benzyl-α-D-lyxo-hexapyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h

4.1: pyridine / 16 h

5.1: 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea / dichloromethane / 24 h / Inert atmosphere; Reflux

With 1H-imidazole; 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/anie.201204505