allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate

Base Information

• Chemical Name: allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate
• CAS No.: 914912-84-8
• Molecular Formula: C₂₉H₃₉BN₂O₆
• Molecular Weight: 522.449
• Mol file: 914912-84-8.mol

Synonyms:allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate

Chemical Property of allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate

There total 5 articles about allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}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: 98.0%

allyl 3-(tert-butoxycarbonylamino)-5-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylamino]benzoate (914912-83-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate (914912-84-8)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In ethanol; water; at 20 ℃; for 18h;

DOI:10.1002/ejoc.200600245

Reference yield:

allyl 3-amino-5-(tert-butoxycarbonylamino)benzoate (914912-82-6) → allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate (914912-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium cyanoborohydride; acetic acid / ethanol / 32 h / 20 °C

1.2: 60 percent / toluene / Heating

2.1: 98 percent / sodium cyanoborohydride; acetic acid / ethanol; H₂O / 18 h / 20 °C

With sodium cyanoborohydride; acetic acid; In ethanol; water;

DOI:10.1002/ejoc.200600245

Reference yield:

allyl 3,5-bis(tert-butoxycarbonylamino)benzoate (914912-81-5) → allyl 3-(tert-butoxycarbonylamino)-5-{methyl[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]amino}benzoate (914912-84-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: HCl / dioxane / 2 h / 0 - 5 °C

2.1: 8.2 g / N-ethyldiisopropylamine / CH₂Cl₂ / 5 - 20 °C

3.1: sodium cyanoborohydride; acetic acid / ethanol / 32 h / 20 °C

3.2: 60 percent / toluene / Heating

4.1: 98 percent / sodium cyanoborohydride; acetic acid / ethanol; H₂O / 18 h / 20 °C

With hydrogenchloride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; water;

DOI:10.1002/ejoc.200600245

upstream raw materials:

allyl 3-(tert-butoxycarbonylamino)-5-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylamino]benzoate

formaldehyd

allyl 3-amino-5-(tert-butoxycarbonylamino)benzoate

allyl 3,5-bis(tert-butoxycarbonylamino)benzoate

Downstream raw materials:

2-(3-allyloxycarbonyl-5-{methyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-amino}-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

C₄₀H₄₄B₂N₆O₈

C₅₂H₆₄B₂N₆O₈

C₆₀H₇₈B₂N₆O₁₁