benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

Base Information

Chemical Name:benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose
CAS No.:1393474-09-3
Molecular Formula:C₂₄H₂₇N₃O₆
Molecular Weight:453.495
Hs Code.:

Synonyms:benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

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Chemical Property of benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

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Technology Process of benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

There total 3 articles about benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose 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: 94.0%

: benzyl 2,3-O-isopropylidene-6-O-benzyl-5-C-dichloromethyl-β-L-gulo-furanoside

: 1393474-09-3
benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

Guidance literature:: With sodium azide; tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; for 4h; Heating; Inert atmosphere;
DOI:10.1021/jo3009534

Reference yield:

: 1393474-05-9
benzyl 2,3-O-isopropylidene-6-O-benzyl-α-D-lyxo-hexofuranoside-5-ulose

: 1393474-09-3
benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

Guidance literature:: Multi-step reaction with 2 steps

1: diisopropylamine; n-butyllithium / hexane / -78 - 30 °C / Inert atmosphere

2: sodium azide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 4 h / Heating; Inert atmosphere

With n-butyllithium; sodium azide; tetra-(n-butyl)ammonium iodide; diisopropylamine; In hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo3009534

Reference yield:

: 167538-98-9
benzyl 2,3-O-isopropylidene-6-O-benzyl-α-D-mannofuranoside

: 1393474-09-3
benzyl-2,3-O-isopropylidene-5-deoxy-5-azido-5-C-benzyloxymethyl-α-L-gulo-furano-1,6-dialdose

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / 3 h / 30 °C / Molecular sieve; Inert atmosphere

2: diisopropylamine; n-butyllithium / hexane / -78 - 30 °C / Inert atmosphere

3: sodium azide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 4 h / Heating; Inert atmosphere

With n-butyllithium; sodium azide; tetra-(n-butyl)ammonium iodide; diisopropylamine; pyridinium chlorochromate; In hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo3009534