2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde

Base Information

• Chemical Name: 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde
• CAS No.: 111223-16-6
• Molecular Formula: C₁₇H₁₇N₃O₄
• Molecular Weight: 327.34
• Mol file: 111223-16-6.mol

Synonyms:

Chemical Property of 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde

There total 12 articles about 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde 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:

2,4-dimethoxy-3-methylbenzaldehyde (7149-92-0) → 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde (111223-16-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 30percent H₂O₂, SeO₂, t-BuOH / 50 - 60 °C

2: Et₃N, MeOH / Ambient temperature

3: pyridine / Ambient temperature

4: 90percent HNO₃, Ac₂O, Hg(OAc)2 / acetic acid / 0 °C

5: 3N NaOH / methanol / Ambient temperature

6: H₂ / 10percent Pd/C / ethanol / 77572.2 Torr / Ambient temperature

7: NaNO₂, HCl / H₂O / 0 °C

8: NaN₃ / H₂O / Ambient temperature

9: 3N KOH / 2-methyl-propan-2-ol / 80 °C

10: K₂CO₃ / dimethylformamide / 80 °C

11: PCC / CH₂Cl₂ / Ambient temperature

With pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; selenium(IV) oxide; sodium azide; mercury(II) diacetate; hydrogen; dihydrogen peroxide; nitric acid; acetic anhydride; potassium carbonate; triethylamine; pyridinium chlorochromate; tert-butyl alcohol; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)87791-6

Reference yield:

2,4-dimethoxy-3-methylphenol (19676-67-6) → 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde (111223-16-6)

Guidance literature:

Multi-step reaction with 9 steps

1: pyridine / Ambient temperature

2: 90percent HNO₃, Ac₂O, Hg(OAc)2 / acetic acid / 0 °C

3: 3N NaOH / methanol / Ambient temperature

4: H₂ / 10percent Pd/C / ethanol / 77572.2 Torr / Ambient temperature

5: NaNO₂, HCl / H₂O / 0 °C

6: NaN₃ / H₂O / Ambient temperature

7: 3N KOH / 2-methyl-propan-2-ol / 80 °C

8: K₂CO₃ / dimethylformamide / 80 °C

9: PCC / CH₂Cl₂ / Ambient temperature

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium azide; mercury(II) diacetate; hydrogen; nitric acid; acetic anhydride; potassium carbonate; pyridinium chlorochromate; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)87791-6

Reference yield:

2,6-dimethoxytoluene (5673-07-4) → 2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-benzaldehyde (111223-16-6)

Guidance literature:

Multi-step reaction with 12 steps

1: TCl₄ / CH₂Cl₂ / 0 °C

2: 30percent H₂O₂, SeO₂, t-BuOH / 50 - 60 °C

3: Et₃N, MeOH / Ambient temperature

4: pyridine / Ambient temperature

5: 90percent HNO₃, Ac₂O, Hg(OAc)2 / acetic acid / 0 °C

6: 3N NaOH / methanol / Ambient temperature

7: H₂ / 10percent Pd/C / ethanol / 77572.2 Torr / Ambient temperature

8: NaNO₂, HCl / H₂O / 0 °C

9: NaN₃ / H₂O / Ambient temperature

10: 3N KOH / 2-methyl-propan-2-ol / 80 °C

11: K₂CO₃ / dimethylformamide / 80 °C

12: PCC / CH₂Cl₂ / Ambient temperature

With pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; selenium(IV) oxide; sodium azide; mercury(II) diacetate; hydrogen; dihydrogen peroxide; nitric acid; acetic anhydride; potassium carbonate; triethylamine; pyridinium chlorochromate; tert-butyl alcohol; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)87791-6

upstream raw materials:

2,4-dimethoxy-3-methylphenol

2,4-dimethoxy-3-methylbenzaldehyde

2,6-dimethoxytoluene

acetic acid 2,4-dimethoxy-3-methyl-phenyl ester

Downstream raw materials:

(E)-3-(2-Azido-6-benzyloxy-3,5-dimethoxy-4-methyl-phenyl)-1-phenyl-propenone

(2aS,3R,7cR,7dS)-4-Benzyloxy-5,7-dimethoxy-6-methyl-3-((Z)-2-phenyl-2-trimethylsilanyloxy-vinyl)-2a,3,7c,7d-tetrahydro-2-oxa-7b-aza-benzo[f]cyclopropa[cd]inden-1-one

Refernces