N,N,N-Tri(benzyloxycarbonyl) Deoxypyridinoline Tri-(tert-butyl) Ester

Base Information

• Chemical Name: N,N,N-Tri(benzyloxycarbonyl) Deoxypyridinoline Tri-(tert-butyl) Ester
• CAS No.: 224629-59-8
• Molecular Formula: C₅₄H₇₀N₄O₁₃
• Molecular Weight: 983.169
• Mol file: 224629-59-8.mol

Synonyms:4-[(S)-2-benzyloxycarbonylamino-2-(tert-butyloxycarbonyl)ethyl]-5-[(S)-3-benzyloxycarbonylamino-3-(tert-butyloxycarbonyl)propyl]-1-[(S)-5-benzyloxycarbonylamino-5-(tert-butyloxycarbonyl)pentyl]-3-pyridiniumolate

Chemical Property of N,N,N-Tri(benzyloxycarbonyl) Deoxypyridinoline Tri-(tert-butyl) Ester

Chemical Property:

• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Methanol

Purity/Quality:

N,N,N-Tri(benzyloxycarbonyl)DeoxypyridinolineTri-(tert-butyl)Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N,N,N-Tri(benzyloxycarbonyl) Deoxypyridinoline is a derivative of Deoxypyridinoline Chloride Trihydrochloride Salt (D249900), a collagen cross-links agent.

Technology Process of N,N,N-Tri(benzyloxycarbonyl) Deoxypyridinoline Tri-(tert-butyl) Ester

There total 10 articles about N,N,N-Tri(benzyloxycarbonyl) Deoxypyridinoline Tri-(tert-butyl) Ester 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: 73.0%

2-benzyloxycarbonylamino-6-[(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-pentyl)-amino]-5-oxo-hexanoic acid tert-butyl ester (204074-54-4) → 4-[(S)-2-benzyloxycarbonylamino-2-(tert-butyloxycarbonyl)ethyl]-5-[(S)-3-benzyloxycarbonylamino-3-(tert-butyloxycarbonyl)propyl]-1-[(S)-5-benzyloxycarbonylamino-5-(tert-butyloxycarbonyl)pentyl]-3-pyridiniumolate (224629-59-8)

Guidance literature:

With air; potassium carbonate; In methanol; Ambient temperature;

DOI:10.1039/a900298g

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → 4-[(S)-2-benzyloxycarbonylamino-2-(tert-butyloxycarbonyl)ethyl]-5-[(S)-3-benzyloxycarbonylamino-3-(tert-butyloxycarbonyl)propyl]-1-[(S)-5-benzyloxycarbonylamino-5-(tert-butyloxycarbonyl)pentyl]-3-pyridiniumolate (224629-59-8)

Guidance literature:

Multi-step reaction with 5 steps

1: N-methylmorpholine / tetrahydrofuran / -20 °C

2: -20 - 0 °C

3: 64 percent / HBr, AcOH / 0 °C

4: 78 percent / K₂CO₃ / methanol / Ambient temperature

5: 73 percent / K₂CO₃, air / methanol / Ambient temperature

With 4-methyl-morpholine; air; hydrogen bromide; potassium carbonate; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1039/a900298g

Reference yield:

(S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoic acid tert-butyl ester (224629-61-2) → 4-[(S)-2-benzyloxycarbonylamino-2-(tert-butyloxycarbonyl)ethyl]-5-[(S)-3-benzyloxycarbonylamino-3-(tert-butyloxycarbonyl)propyl]-1-[(S)-5-benzyloxycarbonylamino-5-(tert-butyloxycarbonyl)pentyl]-3-pyridiniumolate (224629-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / HBr, AcOH / 0 °C

2: 78 percent / K₂CO₃ / methanol / Ambient temperature

3: 73 percent / K₂CO₃, air / methanol / Ambient temperature

With air; hydrogen bromide; potassium carbonate; acetic acid; In methanol;

DOI:10.1039/a900298g

upstream raw materials:

2-benzyloxycarbonylamino-6-[(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-pentyl)-amino]-5-oxo-hexanoic acid tert-butyl ester

Nα-(Benzyloxycarbonyl)-L-lysine tert-butyl ester

4-[(S)-2-benzyloxycarbonylamino-2-(tert-butyloxycarbonyl)ethyl]-5-[(S)-3-benzyloxycarbonylamino-3-(tert-butyloxycarbonyl)propyl]-3-hydroxypyridine

tert-butyl N-[(benzyloxy)carbonyl]-6-iodo-L-norleucinate