methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate

Base Information

• Chemical Name: methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate
• CAS No.: 1311430-85-9
• Molecular Formula: C₃₀H₃₆N₂O₈
• Molecular Weight: 552.624
• Mol file: 1311430-85-9.mol

Synonyms:methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate

Chemical Property of methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate

There total 7 articles about methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate 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: 69.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 3,5-dicyano-4-(8-hydroxynaphthalen-1-yloxy)benzoate (1311430-82-6) → methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate (1311430-85-9)

Guidance literature:

With platinum(IV) oxide; palladium 10% on activated carbon; hydrogen; In methanol; at 55 ℃; for 24h; under 33753.4 Torr; Autoclave;

DOI:10.1002/cbic.201100022

Reference yield:

2-iodo-5-methylisophthalonitrile (1311430-78-0) → methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate (1311430-85-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium dichromate dihydrate; sulfuric acid / water / 4 h / 0 - 20 °C

2.1: sulfuric acid / 8 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

3.2: 0.5 h / 60 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; platinum(IV) oxide; hydrogen / methanol / 24 h / 55 °C / 33753.4 Torr / Autoclave

With platinum(IV) oxide; sodium dichromate dihydrate; sulfuric acid; palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/cbic.201100022

Reference yield:

3,5-dicyano-4-iodobenzoic acid (1311430-80-4) → methyl 3,5-bis((tert-butoxycarbonylamino)methyl)-4-(8-hydroxynaphthalen-1-yloxy)benzoate (1311430-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / 8 h / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 0.5 h / 60 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; platinum(IV) oxide; hydrogen / methanol / 24 h / 55 °C / 33753.4 Torr / Autoclave

With platinum(IV) oxide; sulfuric acid; palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/cbic.201100022

upstream raw materials:

2-iodo-5-methylisophthalonitrile

3,5-dicyano-4-iodobenzoic acid

methyl 3,5-dicyano-4-iodobenzoate

di-tert-butyl dicarbonate