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

Base Information

Chemical Name:methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate
CAS No.:347838-06-6
Molecular Formula:C₂₈H₃₅NO₁₄Se
Molecular Weight:688.544
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

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Technology Process of methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

There total 3 articles about methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate 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: 66.0%

: 108-22-5
Isopropenyl acetate

: 347838-02-2
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

: 347838-06-6
methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

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

Guidance literature:: With toluene-4-sulfonic acid; at 65 ℃; for 14h;
DOI:10.1016/S0008-6215(01)00029-5

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 347838-06-6
methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With water; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran;
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

: 347838-06-6
methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-3-phenylseleno-D-erythro-α-L-gluco-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With water; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1016/S0008-6215(01)00029-5