[1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester

Base Information

• Chemical Name: [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester
• CAS No.: 1333109-51-5
• Molecular Formula: C₃₁H₄₅NO₁₀
• Molecular Weight: 591.699

Synonyms:[1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester

Chemical Property of [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester

There total 8 articles about [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester 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: 29.0%

(4-isopropoxy-3-methoxybenzoyl)[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)benzyl]carbamic acid tert-butyl ester (1333109-50-4) → [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester (1333109-51-5)

Guidance literature:

(4-isopropoxy-3-methoxybenzoyl)[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)benzyl]carbamic acid tert-butyl ester; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; at -78 ℃; for 6h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; n-heptane; water;

DOI:10.1016/j.bmc.2011.06.056

Reference yield:

2,4-dihydroxy-5-methoxybenzaldehyde (51061-83-7) → [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester (1333109-51-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 4 h / 70 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C

2.2: 12 h / 20 °C

3.1: pyridine; hydroxylamine hydrochloride / ethanol / 1.5 h / 20 °C

4.1: sodium hydroxide / ethanol / 1.5 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

6.1: dmap / acetonitrile / 16 h / 20 °C / Inert atmosphere

7.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide / tetrahydrofuran; n-heptane / 6 h / -78 °C / Inert atmosphere

With pyridine; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; hydroxylamine hydrochloride; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; n-heptane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2011.06.056

Reference yield:

4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)benzylamine (1333109-48-0) → [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]carbamic acid tert-butyl ester (1333109-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

2: dmap / acetonitrile / 16 h / 20 °C / Inert atmosphere

3: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide / tetrahydrofuran; n-heptane / 6 h / -78 °C / Inert atmosphere

With dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; acetonitrile;

DOI:10.1016/j.bmc.2011.06.056

upstream raw materials:

2,4-dihydroxy-5-methoxybenzaldehyde

2-hydroxy-4-isopropoxy-5-methoxybenzaldehyde

4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)benzaldehyde

4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)benzaldehyde oxime

Downstream raw materials:

6-(benzyloxy)-5-methoxy-1-methyl-1H-indole-2-carboxylic acid [1-[4-isopropoxy-5-methoxy-2-((2-methoxyethoxy)methoxy)phenyl]-2-(4-isopropoxy-3-methoxyphenyl)-2-oxoethyl]amide

7-(benzyloxy)-3-(2-hydroxy-4-isopropoxy-5-methoxyphenyl)-4-(4-isopropoxy-3-methoxyphenyl)-6-methoxy-9-methyl-2,9-dihydro-β-carbolin-1-one

10-(benzyloxy)-3-isopropoxy-13-(4-isopropoxy-3-methoxyphenyl)-2,11-dimethoxy-8-methyl-8H-5-oxa-6a,8-diazaindeno[2,1-b]phenanthren-7-one

3,10-dihydroxy-13-(4-hydroxy-3-methoxyphenyl)-2,11-dimethoxy-8-methyl-8H-5-oxa-6a,8-diazaindeno[2,1-b]phenanthren-7-one

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