methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

Base Information

Chemical Name:methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate
CAS No.:381715-88-4
Molecular Formula:C₄₅H₆₀N₂O₂₃S
Molecular Weight:1029.04
Hs Code.:

methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

Synonyms:methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

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Chemical Property of methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

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Technology Process of methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

There total 8 articles about methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate 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:

: 67670-69-3
N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

: 381715-88-4
methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / aq. NaOH; BnEt₃NCl / CHCl₃ / 0.5 h / Heating

2.1: NaOMe / methanol / 1 h / 20 °C

3.1: CSA / acetone / 1 h / 20 °C

4.1: 0.320 g / Py

5.1: 76 percent / aq. AcOH / 6 h / 50 °C

6.1: molecular sieves AW-300 / acetonitrile / 1 h / 20 °C

6.2: TMSOTf / acetonitrile / 0.17 h / -40 °C

7.1: 0.120 g / Pyr

With pyridine; sodium hydroxide; 3 A molecular sieve; camphor-10-sulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; acetic acid; In methanol; chloroform; acetone; acetonitrile;
DOI:10.1021/ja011382r

Reference yield:

: 106-45-6
para-thiocresol

: 381715-88-4
methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / aq. NaOH; BnEt₃NCl / CHCl₃ / 0.5 h / Heating

2.1: NaOMe / methanol / 1 h / 20 °C

3.1: CSA / acetone / 1 h / 20 °C

4.1: 0.320 g / Py

5.1: 76 percent / aq. AcOH / 6 h / 50 °C

6.1: molecular sieves AW-300 / acetonitrile / 1 h / 20 °C

6.2: TMSOTf / acetonitrile / 0.17 h / -40 °C

7.1: 0.120 g / Pyr

With pyridine; sodium hydroxide; 3 A molecular sieve; camphor-10-sulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; acetic acid; In methanol; chloroform; acetone; acetonitrile;
DOI:10.1021/ja011382r

Reference yield:

: 167084-05-1
methyl S-4-methylphenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

: 381715-88-4
methyl S-4-methylphenyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->9)-5-acetamido-4,7,8-tri-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosidonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOMe / methanol / 1 h / 20 °C

2.1: CSA / acetone / 1 h / 20 °C

3.1: 0.320 g / Py

4.1: 76 percent / aq. AcOH / 6 h / 50 °C

5.1: molecular sieves AW-300 / acetonitrile / 1 h / 20 °C

5.2: TMSOTf / acetonitrile / 0.17 h / -40 °C

6.1: 0.120 g / Pyr

With pyridine; 3 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; acetic acid; In methanol; acetone; acetonitrile;
DOI:10.1021/ja011382r