3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol

Base Information

• Chemical Name: 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol
• CAS No.: 111223-15-5
• Molecular Formula: C₁₀H₁₃N₃O₄
• Molecular Weight: 239.231
• Mol file: 111223-15-5.mol

Synonyms:

Chemical Property of 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol

There total 10 articles about 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol 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) → 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol (111223-15-5)

Guidance literature:

Multi-step reaction with 9 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

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

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

Reference yield:

2,4-dimethoxy-3-methylphenol (19676-67-6) → 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol (111223-15-5)

Guidance literature:

Multi-step reaction with 7 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

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium azide; mercury(II) diacetate; hydrogen; nitric acid; acetic anhydride; sodium nitrite; palladium on activated charcoal; In methanol; ethanol; water; acetic acid; tert-butyl alcohol;

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

Reference yield:

2,6-dimethoxytoluene (5673-07-4) → 3-Azido-2-hydroxymethyl-4,6-dimethoxy-5-methyl-phenol (111223-15-5)

Guidance literature:

Multi-step reaction with 10 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

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

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

upstream raw materials:

formaldehyd

2,4-dimethoxy-3-methylphenol

2,4-dimethoxy-3-methylbenzaldehyde

2,6-dimethoxytoluene

Downstream raw materials:

(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

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

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

Refernces