N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide

Base Information

• Chemical Name: N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide
• CAS No.: 72233-96-6
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.358

Synonyms:N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide

Chemical Property of N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide

Chemical Property:

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Technology Process of N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide

There total 3 articles about N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide 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: 85.0%

N,N-dimethylacetamide dimethyl acetal (18871-66-4) + 1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose (63598-38-9,167074-37-5) → N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide (72233-96-6)

Guidance literature:

In xylene; for 2h; Heating;

DOI:10.1021/jo00177a026

Reference yield:

C19H26NO4(1+)*BF4(1-) (88180-35-2) → N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide (72233-96-6) + Ethyl (4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetate (88180-34-1)

Guidance literature:

With sodium hydroxide; In water; benzonitrile; for 0.5h; Yield given;

DOI:10.1021/jo00177a026

Reference yield:

→ N,N-Dimethyl(4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetamide (72233-96-6)

Guidance literature:

Glycol 1a, CH3C(OCH3)2N(CH3)2;

DOI:10.1139/v79-279

upstream raw materials:

N,N-dimethylacetamide dimethyl acetal

1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-ribo-hex-1-enopyranose

C₁₉H₂₆NO₄⁽¹⁺⁾*BF₄^(1-)

Downstream raw materials:

C₁₉H₂₆NO₄⁽¹⁺⁾*BF₄^(1-)

2-(4',6'-O-Benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetaldehyde

2-(4',6'-O-Benzylidene-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)acetaldehyde

Ethyl (4',6'-O-benzylidene-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)acetate

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