Boc-Hyp-NH-tBu

Base Information

• Chemical Name: Boc-Hyp-NH-tBu
• CAS No.: 143978-73-8
• Molecular Formula: C₁₄H₂₆N₂O₄
• Molecular Weight: 286.371
• DSSTox Substance ID: DTXSID101114621
• Mol file: 143978-73-8.mol

Synonyms:Boc-Hyp-NH-tBu;SCHEMBL6319198;JMAXTWCTIHZZLL-ZJUUUORDSA-N;DTXSID101114621;(4R)-1-t-butoxycarbonyl-4-hydroxy-N-t-butyl-L-prolinamide;(4R)-1-t-butoxycarbonyl-N-t-butyl-4-hydroxy-L-prolinamide;N-tert-butyl-1-(tert-butyloxycarbonyl)-4(R)-hydroxypyrrolidine-2(S)-carboxamide;1,1-Dimethylethyl (2S,4R)-2-[[(1,1-dimethylethyl)amino]carbonyl]-4-hydroxy-1-pyrrolidinecarboxylate;143978-73-8

Chemical Property of Boc-Hyp-NH-tBu

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 286.18925731
• Heavy Atom Count: 20
• Complexity: 382

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1CC(CN1C(=O)OC(C)(C)C)O
• Isomeric SMILES: CC(C)(C)NC(=O)[C@@H]1C[C@H](CN1C(=O)OC(C)(C)C)O

Technology Process of Boc-Hyp-NH-tBu

There total 1 articles about Boc-Hyp-NH-tBu 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:

N-tert-butoxycarbonyl-L-cis-4-hydroxyproline (87691-27-8,946610-68-0) + tert-butylamine (75-64-9) → 1-tert-butoxycarbonyl-4(R)-hydroxy-L-proline tert-butylamide (143978-73-8)

Guidance literature:

With sodium chloride; diphenylphosphoranyl azide; sodium hydrogencarbonate; triethylamine; citric acid; In N-methyl-acetamide;

Reference yield:

diethyl diazodicarboxylate (4143-61-7,218603-74-8) + 1-tert-butoxycarbonyl-4(R)-hydroxy-L-proline tert-butylamide (143978-73-8) + phenol (108-95-2,27073-41-2) → N,-t-butyl-N-Boc-4(S)-phenoxy-L-prolineamide (150323-09-4)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran;

Reference yield:

1-tert-butoxycarbonyl-4(R)-hydroxy-L-proline tert-butylamide (143978-73-8) → (S)-2-Amino-N1-[(1S,2S)-1-benzyl-3-((2S,4S)-2-tert-butylcarbamoyl-4-chloro-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide (785024-25-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / CCl₄, Ph₃P / 2 h / Heating

2: HCl / dioxane / 0.5 h / Ambient temperature

3: DEPC, Et₃N / dimethylformamide / 3 h

4: 1N aq. HCl, H₂ / 10percent Pd/C / methanol / 3 h / Ambient temperature

With hydrogenchloride; tetrachloromethane; hydrogen; triethylamine; triphenylphosphine; diethyl dicarbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1016/0968-0896(96)00130-7

upstream raw materials:

N-tert-butoxycarbonyl-L-cis-4-hydroxyproline

tert-butylamine

Downstream raw materials:

(4S)-N-t-butoxycarbonyl-4-phenylthio-L-proline t-butylamide

(S)-2-Amino-N¹-[(1S,2S)-1-benzyl-3-((2S,4S)-2-tert-butylcarbamoyl-4-chloro-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-succinamide

Refernces