Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

Base Information

Chemical Name:Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid
CAS No.:129392-04-7
Molecular Formula:C₁₈H₂₄N₂O₈
Molecular Weight:396.397
Hs Code.:

Synonyms:Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

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Chemical Property of Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

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Technology Process of Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

There total 8 articles about Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid 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: 93.0%

: 129392-03-6
Benzyl 2-Acetamido-3-O-<(R)-1-carboxyethyl>-2-deoxy-α-D-glucopyranosiduronic Acid 1',4-Lactone

: 129392-04-7
Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

Guidance literature:: With ammonia; In methanol; for 18h; Ambient temperature;
DOI:10.1021/jo00311a026

Reference yield:

: 10036-64-3
N-acetyl-D-glucosamine

: 129392-04-7
Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

Guidance literature:: Multi-step reaction with 7 steps

1: HCl gas / 0.33 h / 95 °C

2: p-toluenesulfonic acid monohydrate / acetone / 2 h / Ambient temperature

3: 1) NaH / 1) THF, 2) 50 deg C, 18 h

4: acetic acid / ethanol; H₂O / 2 h / Heating

5: p-toluenesulfonic acid monohydrate / acetonitrile / 3 h / Heating

6: 68 percent / NaIO₄, RuCl₃*H₂O / acetonitrile; CCl₄; H₂O / 0.67 h / Ambient temperature

7: 93 percent / NH₃ / methanol / 18 h / Ambient temperature

With hydrogenchloride; ruthenium trichloride; sodium periodate; ammonia; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; tetrachloromethane; ethanol; water; acetone; acetonitrile;
DOI:10.1021/jo00311a026

Reference yield:

: 66026-10-6
N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

: 129392-04-7
Benzyl 2-Acetamido-3-O-<(R)-1-carbamoylethyl>-2-deoxy-α-D-glucopyranosiduronic Acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1) NaH / 1) THF, 2) 50 deg C, 18 h

2: acetic acid / ethanol; H₂O / 2 h / Heating

3: p-toluenesulfonic acid monohydrate / acetonitrile / 3 h / Heating

4: 68 percent / NaIO₄, RuCl₃*H₂O / acetonitrile; CCl₄; H₂O / 0.67 h / Ambient temperature

5: 93 percent / NH₃ / methanol / 18 h / Ambient temperature

With ruthenium trichloride; sodium periodate; ammonia; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; tetrachloromethane; ethanol; water; acetonitrile;
DOI:10.1021/jo00311a026