2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide

Base Information

• Chemical Name: 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide
• CAS No.: 1227683-22-8
• Molecular Formula: C₁₇H₂₅N₃O₈
• Molecular Weight: 399.401
• Mol file: 1227683-22-8.mol

Synonyms:2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide

Chemical Property of 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide

There total 5 articles about 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide 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: 71.0%

2-(4-formyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide (1227683-25-1) → 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide (1227683-22-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1039/b927215c

Reference yield:

(4-formyl-2-methoxyphenoxy)acetic acid (1660-19-1) → 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide (1227683-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1: nitric acid / acetic acid / 0 - 20 °C

2: dicyclohexyl-carbodiimide; dmap / N,N-dimethyl-formamide / 0 - 20 °C

3: sodium tetrahydroborate / methanol; tetrahydrofuran / 0 - 20 °C

With dmap; sodium tetrahydroborate; nitric acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1039/c3cc42179a

Reference yield:

vanillin (121-33-5,8014-42-4) → 2-(4-hydroxymethyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide (1227683-22-8)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2: sodium hydroxide / water; methanol; tetrahydrofuran / 20 °C

3: nitric acid / acetic acid / 0 - 20 °C

4: dicyclohexyl-carbodiimide; dmap / N,N-dimethyl-formamide / 0 - 20 °C

5: sodium tetrahydroborate / methanol; tetrahydrofuran / 0 - 20 °C

With dmap; sodium tetrahydroborate; nitric acid; potassium carbonate; dicyclohexyl-carbodiimide; sodium hydroxide; In tetrahydrofuran; methanol; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1039/c3cc42179a

upstream raw materials:

2-(4-formyl-2-methoxy-5-nitrophenoxy)-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide

vanillin

ethyl 2-(4-formyl-2-methoxyphenoxy)acetate

(4-formyl-2-methoxyphenoxy)acetic acid

Downstream raw materials:

C₁₇H₂₃N₃O₇

2-[2-methoxy-5-nitro-4-[[[(4-nitrophenoxy)carbonyl]oxy]methyl]phenoxy]-N-(2-(N-tert-butoxycarbonylamino)ethylamine)acetamide

C₃₇H₄₅N₁₁O₁₂

C₃₂H₃₇N₁₁O₁₀