(4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

Base Information

Chemical Name:(4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine
CAS No.:226988-12-1
Molecular Formula:C₁₇H₂₂N₂O₅
Molecular Weight:334.372
Hs Code.:

Synonyms:(4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

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Chemical Property of (4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

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Technology Process of (4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

There total 9 articles about (4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine 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: 77.0%

: 226988-11-0
1-(1-Acetyl-2-benzoyl)hydrazino-1-deoxy-2,3-O-isopropylidene-5-O-(2,4,6-trimethylbenzene)sulfonyl-D-xylitol

: 226988-12-1
(4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

Guidance literature:: With sodium methylate; In methanol; at 25 ℃; for 0.5h;
DOI:10.1055/s-1999-2716

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 226988-12-1
(4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / aq. ethanol / 18 h / Heating

2: 5.2 g / H₂; H₂O / Pt/C / ethanol / 18 h / 35 °C / 30400 Torr

3: 100 percent / methanol / 1 h / 25 °C

4: p-TsOH / acetone / 2 h

5: 3.72 g / aq. AcOH / 2 h / 40 °C

6: 73 percent / pyridine; 4-DMAP / 18 h

7: MeONa / methanol / 0.5 h / 25 °C

With pyridine; dmap; water; hydrogen; sodium methylate; toluene-4-sulfonic acid; acetic acid; platinum on activated charcoal; In methanol; ethanol; acetone; 1: Substitution / 2: Hydrogenolysis / 3: Acetylation / 4: Etherification / 5: Hydrolysis / 6: Substitution / 7: Cyclization;
DOI:10.1002/(SICI)1521-3765(20000117)6:2<278::AID-CHEM278>3.0.CO;2-6

Reference yield:

: 226988-05-2
1-(2-Benzoyl)hydrazino-1-deoxy-α-D-xylopyranoside

: 226988-12-1
(4S,5S,6R)-2-N-Acetyl-1-N-benzoyl4,5-O-isopropylidene-4,5,6-trihydroxy-1,2-diazepine

Guidance literature:: Multi-step reaction with 6 steps

1: 5.2 g / H₂; H₂O / Pt/C / ethanol / 18 h / 35 °C / 30400 Torr

2: 100 percent / methanol / 1 h / 25 °C

3: p-TsOH / acetone / 2 h

4: 3.72 g / aq. AcOH / 2 h / 40 °C

5: 73 percent / pyridine; 4-DMAP / 18 h

6: MeONa / methanol / 0.5 h / 25 °C

With pyridine; dmap; water; hydrogen; sodium methylate; toluene-4-sulfonic acid; acetic acid; platinum on activated charcoal; In methanol; ethanol; acetone; 1: Hydrogenolysis / 2: Acetylation / 3: Etherification / 4: Hydrolysis / 5: Substitution / 6: Cyclization;
DOI:10.1002/(SICI)1521-3765(20000117)6:2<278::AID-CHEM278>3.0.CO;2-6