N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide

Base Information

• Chemical Name: N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide
• CAS No.: 1341219-66-6
• Molecular Formula: C₂₈H₄₂N₂O₆Si
• Molecular Weight: 530.737
• Mol file: 1341219-66-6.mol

Synonyms:N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide

Chemical Property of N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide

There total 5 articles about N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide 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%

BOC-glycine (4530-20-5) + N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-p-anisidine (1341219-49-5) → N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide (1341219-66-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/jo201495w

Reference yield:

(4-((tert-butyldimethylsilyl)oxy)-2-methoxybenzaldehyde) (129742-36-5) → N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide (1341219-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / dichloromethane / 0.17 h / 20 °C

2: sodium tris(acetoxy)borohydride / 0.33 h / 0 - 20 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.17 h / 20 °C

With dmap; sodium tris(acetoxy)borohydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/jo201495w

Reference yield:

C21H29NO3Si → N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-N-(4-methoxyphenyl)-tert-butoxycarbonylaminoacetamide (1341219-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tris(acetoxy)borohydride / 0.33 h / 0 - 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.17 h / 20 °C

With dmap; sodium tris(acetoxy)borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/jo201495w

upstream raw materials:

BOC-glycine

N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)-p-anisidine

(4-((tert-butyldimethylsilyl)oxy)-2-methoxybenzaldehyde)

4-hydroxy-2-methoxybenzaldehyde

Downstream raw materials:

<(tert-butyloxycarbonyl)amino>-N-(4-methoxyphenyl)acetamide