CID 128087

Base Information

• Chemical Name: CID 128087
• CAS No.: 102363-08-6
• Molecular Formula: C₁₄H₁₅N₃O₆
• Molecular Weight: 321.29
• Nikkaji Number: J883.364H
• Mol file: 102363-08-6.mol

Synonyms:4-formyl-6,9-dihydroxy-14-oxa-1,11-diazatetracyclo(7.4.1.O(2,7).O(10,12))tetradeca-2,4,6-triene-8-ylmethyl carbamate;FR 900482;FR-900482;FR900482

Chemical Property of CID 128087

Chemical Property:

• Vapor Pressure: 6.19E-14mmHg at 25°C
• Boiling Point: 572.3°C at 760 mmHg
• Flash Point: 299.9°C
• Density: 1.73g/cm³
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 321.09608521
• Heavy Atom Count: 23
• Complexity: 533

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(N2)C3(C(C4=C(N1O3)C=C(C=C4O)C=O)COC(=O)N)O
• Isomeric SMILES: C1[C@H]2[C@H](N2)[C@]3([C@H](C4=C(N1O3)C=C(C=C4O)C=O)COC(=O)N)O

Technology Process of CID 128087

There total 33 articles about CID 128087 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: 95.0%

C14H12N2O6 (137964-95-5) → C14H15N3O6 (102363-08-6,108814-62-6,108814-63-7,138125-68-5,138125-69-6)

Guidance literature:

With ammonia; In dichloromethane; at 23 ℃; for 2h;

DOI:10.1021/ja00027a071

Reference yield:

2-Amino-6-hydroxy-4-methyl-benzoic acid ethyl ester → C14H15N3O6 (102363-08-6,108814-62-6,108814-63-7,138125-68-5,138125-69-6)

Guidance literature:

Multi-step reaction with 32 steps

1: 1.) aq. NaNO₂, HCl, 2.) NaN₃ / 1.) EtOH, 0 deg C, 20 min, 2.) EtOH, 0 deg C, 40 min

2: i-Pr₂NEt / CH₂Cl₂ / 23 °C

3: NBS, Bz₂O₂ / benzene / 2 h / Heating

4: K₂CO₃ / dimethylformamide / 0.25 h / 70 °C

5: TFA / CH₂Cl₂ / 3 h / 23 °C

6: K₂CO₃ / dimethylformamide / 80 °C

7: 100 percent / DIBAL / CH₂Cl₂ / -78 °C

8: 98 percent / PCC / CH₂Cl₂ / 23 °C

9: toluene / 7 h / 170 °C

10: NaOH / methanol / 23 °C

11: m-CPBA / 4 h / 23 °C

12: ClCOCOCl, DMSO (Swern oxidation)

13: aq. LiOH / tetrahydrofuran / 2 h / 0 °C

14: NaBH₄ / ethanol / -78 - 23 °C

15: 92 percent / imidazole, DMAP / CH₂Cl₂ / 23 °C

16: 64 percent / DIBAL / toluene / -78 °C

17: m-CPBA / CH₂Cl₂ / 23 °C

18: 10 h / 23 °C

19: 83 percent / ClCOCOCl, DMSO (Swern oxidation)

20: H₂NNH₂ / methanol; CH₂Cl₂ / 23 °C

21: n-Bu₄NF / tetrahydrofuran / 23 °C

22: 100 percent / CSA / CH₂Cl₂ / 23 °C

23: aq. NaN₃ / dimethylformamide / 6 h / 125 °C

24: Et₃N / CH₂Cl₂ / 23 °C

25: 1.) TFA, 2.) COCl₂, pyridine / 1.) CH₂Cl₂, 23 deg C, 10 min, 2.) CH₂Cl₂, 23 deg C

26: ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 23 °C

27: PCC, MgSO₄ / CH₂Cl₂ / 23 °C

28: CSA / methanol / 23 °C

29: 71 percent / Ph₃P, i-Pr₂NEt / tetrahydrofuran; H₂O / 0.5 h / 60 °C

30: 100 percent / H₂ / Pd/C / ethanol / 2 h / 23 °C / 760 Torr

31: 96 percent / aq. HClO₄ / tetrahydrofuran / 2 h / 23 °C

32: 95 percent / NH₃ / CH₂Cl₂ / 2 h / 23 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; perchloric acid; oxalyl dichloride; ammonium cerium(IV) nitrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; hydrogen; diisobutylaluminium hydride; magnesium sulfate; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid; hydrazine; sodium nitrite; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

DOI:10.1021/ja00027a071

Reference yield:

2-Azido-6-hydroxy-4-methyl-benzoic acid ethyl ester → C14H15N3O6 (102363-08-6,108814-62-6,108814-63-7,138125-68-5,138125-69-6)

Guidance literature:

Multi-step reaction with 31 steps

1: i-Pr₂NEt / CH₂Cl₂ / 23 °C

2: NBS, Bz₂O₂ / benzene / 2 h / Heating

3: K₂CO₃ / dimethylformamide / 0.25 h / 70 °C

4: TFA / CH₂Cl₂ / 3 h / 23 °C

5: K₂CO₃ / dimethylformamide / 80 °C

6: 100 percent / DIBAL / CH₂Cl₂ / -78 °C

7: 98 percent / PCC / CH₂Cl₂ / 23 °C

8: toluene / 7 h / 170 °C

9: NaOH / methanol / 23 °C

10: m-CPBA / 4 h / 23 °C

11: ClCOCOCl, DMSO (Swern oxidation)

12: aq. LiOH / tetrahydrofuran / 2 h / 0 °C

13: NaBH₄ / ethanol / -78 - 23 °C

14: 92 percent / imidazole, DMAP / CH₂Cl₂ / 23 °C

15: 64 percent / DIBAL / toluene / -78 °C

16: m-CPBA / CH₂Cl₂ / 23 °C

17: 10 h / 23 °C

18: 83 percent / ClCOCOCl, DMSO (Swern oxidation)

19: H₂NNH₂ / methanol; CH₂Cl₂ / 23 °C

20: n-Bu₄NF / tetrahydrofuran / 23 °C

21: 100 percent / CSA / CH₂Cl₂ / 23 °C

22: aq. NaN₃ / dimethylformamide / 6 h / 125 °C

23: Et₃N / CH₂Cl₂ / 23 °C

24: 1.) TFA, 2.) COCl₂, pyridine / 1.) CH₂Cl₂, 23 deg C, 10 min, 2.) CH₂Cl₂, 23 deg C

25: ceric ammonium nitrate (CAN) / acetonitrile; H₂O / 23 °C

26: PCC, MgSO₄ / CH₂Cl₂ / 23 °C

27: CSA / methanol / 23 °C

28: 71 percent / Ph₃P, i-Pr₂NEt / tetrahydrofuran; H₂O / 0.5 h / 60 °C

29: 100 percent / H₂ / Pd/C / ethanol / 2 h / 23 °C / 760 Torr

30: 96 percent / aq. HClO₄ / tetrahydrofuran / 2 h / 23 °C

31: 95 percent / NH₃ / CH₂Cl₂ / 2 h / 23 °C

With pyridine; 1H-imidazole; dmap; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; perchloric acid; oxalyl dichloride; ammonium cerium(IV) nitrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; hydrogen; diisobutylaluminium hydride; magnesium sulfate; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid; hydrazine; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

DOI:10.1021/ja00027a071

upstream raw materials:

C₁₄H₁₂N₂O₆

2-Benzylamino-6-hydroxy-4-methyl-benzoic acid ethyl ester

2-Azido-6-methoxymethoxy-4-methyl-benzoic acid ethyl ester

2-Azido-6-methoxymethoxy-4-(4-methoxy-phenoxymethyl)-benzoic acid ethyl ester

Refernces