4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

Base Information

Chemical Name:4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose
CAS No.:270069-50-6
Molecular Formula:C₂₅H₂₁NO₅
Molecular Weight:415.445
Hs Code.:

Synonyms:4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

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Chemical Property of 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

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Technology Process of 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

There total 2 articles about 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose 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: 74.0%

: 3586-12-7
3-phenoxyaniline

: 241814-86-8
4,6-O-(R)-Benzylidene-1,2-dideoxy-1-nitro-D-erythro-hex-1-enopyranos-3-ulose

: 270069-50-6
4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

Guidance literature:: With 3-methoxy-N,N-dimethylaniline; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1039/a908806g

Reference yield:

: 105874-31-5
4,6-O-Benzyliden-1,2-didesoxy-1-nitro-D-arabino-hex-1-enopyranose

: 270069-50-6
4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / DMSO; oxalyl dichloride; DIPEA / CH₂Cl₂ / 2.42 h / -40 °C

2: 74 percent / 3-(dimethylamino)anisole / CH₂Cl₂ / 2 h / 0 - 20 °C

With oxalyl dichloride; 3-methoxy-N,N-dimethylaniline; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1: Oxidation / 2: Substitution;
DOI:10.1039/a908806g

Reference yield: 68.0%

: 100-52-7
benzaldehyde

: 270069-50-6
4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose

: (2R,3R)-2,3-Dihydro-3-hydroxy-2-hydroxymethyl-6-phenoxy-5-phenylpyrano[2,3-b]quinolin-4-one

: (2R,3R)-2,3-Dihydro-3-hydroxy-2-hydroxymethyl-8-phenoxy-5-phenylpyrano[2,3-b]quinolin-4-one

Guidance literature:: benzaldehyde; 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(3-phenoxyphenylamino)-D-erythro-hex-1-enopyranos-3-ulose; With trifluoroacetic acid; at 20 ℃; for 6h;

With ammonium cerium(IV) nitrate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1039/a908806g