1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

Base Information

Chemical Name:1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose
CAS No.:504422-31-5
Molecular Formula:C₁₉H₂₄O₆
Molecular Weight:348.396
Hs Code.:

Synonyms:1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

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Chemical Property of 1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

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Technology Process of 1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

There total 5 articles about 1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose 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: 38.0%

: 116-11-0
2-Methoxypropene

: 108-24-7
acetic anhydride

: 504422-29-1
4,6-O-benzylidene-5a-carba-α-D-galactopyranose

: 3-O-acetyl-4,6-O-benzylidene-1,2-O-isopropylidene-5a-carba-α-D-galactopyranose

: 504422-31-5
1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

Guidance literature:: 2-Methoxypropene; 4,6-O-benzylidene-5a-carba-α-D-galactopyranose; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

acetic anhydride; With pyridine; at 20 ℃;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 504422-31-5
1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4.95 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

2.1: p-TsOH*H₂O / dimethylformamide / 0.5 h / 0 °C

2.2: 59 percent / pyridine / 20 °C

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X

Reference yield:

: 90695-20-8
(1S)-2-exo,3-endo-diacetoxy-5-endo-acetoxymethyl-7-oxabicyclo<2.2.1.>heptane

: 504422-31-5
1-O-acetyl-4,6-O-benzylidene-2,3-O-isopropylidene-5a-carba-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: 42.5 percent / H₂SO₄ / acetic acid / 20 h / 80 °C

2.1: NaOMe / methanol / 2 h / 20 °C

3.1: 4.95 g / p-TsOH*H₂O / dimethylformamide / 3 h / 50 °C

4.1: p-TsOH*H₂O / dimethylformamide / 0.5 h / 0 °C

4.2: 59 percent / pyridine / 20 °C

With sulfuric acid; sodium methylate; toluene-4-sulfonic acid; In methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(02)00294-X