3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

Base Information

Chemical Name:3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose
CAS No.:667917-89-7
Molecular Formula:C₃₁H₃₇NO₇
Molecular Weight:535.637
Hs Code.:

Synonyms:3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

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Chemical Property of 3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

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Technology Process of 3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

There total 9 articles about 3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose 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: 81.0%

: 667917-87-5
methyl 3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranosonate

: 667917-89-7
3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 20 ℃; for 20h;
DOI:10.1021/jo0353029

Reference yield:

: 404377-35-1
methyl 3-O-acetyl-4,5,7-tri-O-benzyl-α-D-gluco-hept-2-ulopyranosonate

: 667917-89-7
3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / 2 h / 20 °C

2: NaOMe / dimethylformamide; methanol / 16 h / 20 °C

3: pyridine / CH₂Cl₂ / 2 h / 0 - 15 °C

4: tetramethylguanidinium azide / dimethylformamide / 48 h / 60 °C

5: pyridine; H₂S / H₂O / 16 h / 20 °C

6: pyridine / 20 h / 20 °C

7: 81 percent / NaBH₄ / tetrahydrofuran; ethanol / 20 h / 20 °C

With pyridine; sodium tetrahydroborate; hydrogen sulfide; sodium methylate; sodium hydride; tetramethylguanidinum azide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0353029

Reference yield:

: 667917-85-3
methyl 3-azido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranosonate

: 667917-89-7
3-acetamido-4,5,7-tri-O-benzyl-3-deoxy-2-O-methyl-α-D-manno-hept-2-ulopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; H₂S / H₂O / 16 h / 20 °C

2: pyridine / 20 h / 20 °C

3: 81 percent / NaBH₄ / tetrahydrofuran; ethanol / 20 h / 20 °C

With pyridine; sodium tetrahydroborate; hydrogen sulfide; In tetrahydrofuran; ethanol; water;
DOI:10.1021/jo0353029