1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine

Base Information

• Chemical Name: 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine
• CAS No.: 171366-86-2
• Molecular Formula: C₃₅H₅₆N₄O₁₄
• Molecular Weight: 756.848
• Mol file: 171366-86-2.mol

Synonyms:1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine

Chemical Property of 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine

There total 3 articles about 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine 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: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + 6'-N-benzyloxycarbonylneamine (77967-96-5) → 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine (171366-86-2)

Guidance literature:

In 1,4-dioxane; water; at 50 ℃; for 16h;

DOI:10.1016/j.bmcl.2008.09.004

Reference yield:

neamine tetrahydrochloride (15446-43-2) → 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine (171366-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / dioxane; H₂O / 0.25 h / 20 °C

1.2: dioxane; H₂O / 16 h / 4 °C

2.1: 3.23 g / dioxane; H₂O / 60 °C

With triethylamine; In 1,4-dioxane; water;

DOI:10.1002/1521-4184(200109)334:8/9<295::AID-ARDP295>3.0.CO;2-3

Reference yield:

N-benzyloxycarbonyloxy-5-norbornene-endo-2,3-dicarboximide (1092494-97-7) → 1,3,2'-tri-N-(tert-butoxycarbonyl)-6'-N-carbobenzyloxyneamine (171366-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Et₃N / dioxane; H₂O / 0.25 h / 20 °C

1.2: dioxane; H₂O / 16 h / 4 °C

2.1: 3.23 g / dioxane; H₂O / 60 °C

With triethylamine; In 1,4-dioxane; water;

DOI:10.1002/1521-4184(200109)334:8/9<295::AID-ARDP295>3.0.CO;2-3

upstream raw materials:

di-tert-butyl dicarbonate

6'-N-benzyloxycarbonylneamine

neamine tetrahydrochloride

N-benzyloxycarbonyloxy-5-norbornene-endo-2,3-dicarboximide

Downstream raw materials:

[(1R,2S,3S,4R,5S)-4-((2R,3R,4R,5R,6R)-6-Aminomethyl-3-tert-butoxycarbonylamino-4,5-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yloxy)-5-tert-butoxycarbonylamino-3-hydroxy-2-trimethylsilanyloxy-cyclohexyl]-carbamic acid tert-butyl ester

1,3,2'-tri-N-(tert-butoxycarbonyl)neamine