1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

Base Information

Chemical Name:1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose
CAS No.:347838-09-9
Molecular Formula:C₄₀H₅₃NO₁₉Se
Molecular Weight:930.816
Hs Code.:

1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

Synonyms:1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

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Chemical Property of 1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

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Technology Process of 1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

There total 5 articles about 1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-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: 50.0%

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

: 347838-08-8
methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-2-O-(diethyl phosphite)-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

: 347838-09-9
1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -40 ℃; for 0.666667h;
DOI:10.1016/S0008-6215(01)00029-5

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 347838-09-9
1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 51 percent / AgOTf; H₂O / tetrahydrofuran / 168 h / 2 °C

2: 66 percent / p-TsOH*H₂O / 14 h / 65 °C

3: 85 percent / EtN(i-Pr)2 / acetonitrile / 3 h

4: 50 percent / Me₃SiOTf / acetonitrile / 0.67 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; water; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0008-6215(01)00029-5

Reference yield:

: 73960-72-2
methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

: 347838-09-9
1,2;3,4-di-O-isopropylidene-6-O-[methyl (4,7,8,9-tetra-O-acetyl-5-N-acetylacetamido-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl)onate]-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 51 percent / AgOTf; H₂O / tetrahydrofuran / 168 h / 2 °C

2: 66 percent / p-TsOH*H₂O / 14 h / 65 °C

3: 85 percent / EtN(i-Pr)2 / acetonitrile / 3 h

4: 50 percent / Me₃SiOTf / acetonitrile / 0.67 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; water; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0008-6215(01)00029-5