methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

Base Information

Chemical Name:methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate
CAS No.:134271-32-2
Molecular Formula:C₃₃H₃₇NO₉
Molecular Weight:591.658
Hs Code.:

Synonyms:methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

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Chemical Property of methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

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Technology Process of methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

There total 3 articles about methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-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: 61.0%

: 134258-01-8
methyl 5-acetamido-2,3-anhydro-4,7,8,9-tetra-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

: 134271-32-2
methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

: 134258-02-9
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-bromo-2,5-dideoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

Guidance literature:: With titanium(IV) bromide; In 1,2-dichloro-ethane; at -40 ℃; for 0.0833333h;
DOI:10.1002/hlca.19910740223

Reference yield:

: 116096-63-0
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3-dehydro-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

: 134271-32-2
methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / NBS / acetonitrile; H₂O / 0.33 h / 70 °C

2: 85 percent / DBU / acetonitrile / 0.17 h / Ambient temperature

3: 34 percent / TiBr₄ / 1,2-dichloro-ethane / 0.08 h / -40 °C

With N-Bromosuccinimide; titanium(IV) bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1002/hlca.19910740223

Reference yield:

: 129234-78-2
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-3-bromo-3,5-dideoxy-β-D-erythro-L-manno-2-nonulopyranosonate

: 134271-32-2
methyl 5-acetamido-2,7-anhydro-4,8,9-tri-O-benzyl-5-deoxy-β-D-erythro-L-gluco-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / DBU / acetonitrile / 0.17 h / Ambient temperature

2: 34 percent / TiBr₄ / 1,2-dichloro-ethane / 0.08 h / -40 °C

With titanium(IV) bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-ethane; acetonitrile;
DOI:10.1002/hlca.19910740223