1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-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 [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose
CAS No.:347838-05-5
Molecular Formula:C₃₈H₅₁NO₁₈Se
Molecular Weight:888.779
Hs Code.:

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

There total 4 articles about 1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-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: 76.0%

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

: 347838-04-4
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-O-(diethylphosphite)-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

: 347838-05-5
1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose

Guidance literature:: With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -40 ℃; for 1.33333h;
DOI:10.1016/S0008-6215(01)00029-5

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 347838-05-5
1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

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

2: 88 percent / EtN(i-Pr)2 / acetonitrile / 4 h

3: 76 percent / AW 300 molecular sieves; Me₃SiOTf / acetonitrile / 1.33 h / -40 °C

With molecular sieve; trimethylsilyl trifluoromethanesulfonate; water; silver trifluoromethanesulfonate; 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

: 347838-05-5
1,2,3,4-di-O-isopropylidene-6-O-[methyl [5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-β-L-gluco-2-nonulopyranosyl]onate]-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

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

2: 88 percent / EtN(i-Pr)2 / acetonitrile / 4 h

3: 76 percent / AW 300 molecular sieves; Me₃SiOTf / acetonitrile / 1.33 h / -40 °C

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