methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

Base Information

Chemical Name:methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate
CAS No.:1453169-68-0
Molecular Formula:C₃₃H₃₇NO₁₃S
Molecular Weight:687.722
Hs Code.:

Synonyms:methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

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Chemical Property of methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

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Technology Process of methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

There total 7 articles about methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate 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: 74.0%

: 19810-31-2
Benzyloxyacetyl chloride

: 1235555-29-9
methyl (4-methylphenyl 5-amino-7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-non-2-ulopyranoside)onate

: 1453169-68-0
methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1002/ejoc.201300664

Reference yield:

: 6931-68-6,72690-21-2,74006-95-4,108740-37-0,108740-38-1,108740-39-2,119241-63-3,119241-64-4,119241-65-5,147129-72-4,147129-73-5,73208-82-9
methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

: 1453169-68-0
methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 15 h

2: methanesulfonic acid / methanol / 70 °C / Inert atmosphere

3: sodium hydrogencarbonate / acetonitrile; water / 3 h / 0 °C

4: pyridine / 12 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C

With pyridine; methanesulfonic acid; boron trifluoride diethyl etherate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.202100718

Reference yield:

: 106-45-6
para-thiocresol

: 1453169-68-0
methyl p-tolyl 7,8,9-tri-O-acetyl-5-N,4-O-carbonyl-5-(N-benzyloxyacetamido)-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonlopyranosonate

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 15 h

2: methanesulfonic acid / methanol / 70 °C / Inert atmosphere

3: sodium hydrogencarbonate / acetonitrile; water / 3 h / 0 °C

4: pyridine / 12 h / 20 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 20 °C

With pyridine; methanesulfonic acid; boron trifluoride diethyl etherate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.202100718