(3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine

Base Information

• Chemical Name: (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine
• CAS No.: 1338719-53-1
• Molecular Formula: C₃₁H₃₂N₄O₈
• Molecular Weight: 588.617
• Mol file: 1338719-53-1.mol

Synonyms:(3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine

Chemical Property of (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine

There total 4 articles about (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine 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:

C32H34N4O6 → (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine (1338719-53-1)

Guidance literature:

With potassium permanganate; sodium periodate; water; sodium hydrogencarbonate; In acetone; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.08.049

Reference yield:

(1S,2S)-2-((tert-butyldiphenylsiloxy)methyl)-1-[(1S)-1-((S)-tert-butylsulfinylamino)-2-propenyl]cyclopropane (1046470-62-5) → (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine (1338719-53-1)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / methanol; ethyl acetate / 1.5 h / 20 °C / Inert atmosphere

2: sodium carbonate / tetrahydrofuran; water; toluene / 12 h / 20 °C / Inert atmosphere

3: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 2 h / 0 - 20 °C / Inert atmosphere

4: sodium periodate; potassium permanganate; water; sodium hydrogencarbonate / acetone / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; potassium permanganate; sodium periodate; di-isopropyl azodicarboxylate; water; sodium hydrogencarbonate; sodium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; water; ethyl acetate; acetone; toluene; 3: Mitsunobu reaction;

DOI:10.1016/j.bmc.2011.08.049

Reference yield:

C7H13NO*ClH → (3S,4S)-3,4-methano-Nα,Nδ,Nω-tri-Cbz-D-arginine (1338719-53-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / tetrahydrofuran; water; toluene / 12 h / 20 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 2 h / 0 - 20 °C / Inert atmosphere

3: sodium periodate; potassium permanganate; water; sodium hydrogencarbonate / acetone / 2 h / 20 °C / Inert atmosphere

With potassium permanganate; sodium periodate; di-isopropyl azodicarboxylate; water; sodium hydrogencarbonate; sodium carbonate; triphenylphosphine; In tetrahydrofuran; water; acetone; toluene; 2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2011.08.049

upstream raw materials:

(1S,2S)-2-((tert-butyldiphenylsiloxy)methyl)-1-[(1S)-1-((S)-tert-butylsulfinylamino)-2-propenyl]cyclopropane

(1S,2S)-1-[(1S)-1-(benzyloxycarbonylamino)-2-propenyl]-2-hydroxymethylcyclopropane

N,N’-bis(benzyloxycarbonyl)guanidine