5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane

Base Information

• Chemical Name: 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane
• CAS No.: 371245-96-4
• Molecular Formula: C₂₂H₃₀N₂O₅
• Molecular Weight: 402.491
• Mol file: 371245-96-4.mol

Synonyms:5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane

Chemical Property of 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane

There total 5 articles about 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane 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:

2-[2-((S)-1-Methoxycarbonyl-3-methyl-butylamino)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester → 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane (371245-96-4)

Guidance literature:

With triethylamine; In chloroform; for 24h; Heating;

DOI:10.1211/0022357011776324

Reference yield:

tert-butyl N-benzyloxycarbonyl-2(RS)-(1-(N-((methoxycarbonyl)isopentyl)amino)ethyl)prolinate (129605-86-3) → 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane (371245-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

2: 2.08 g / NEt₃ / CHCl₃ / 24 h / Heating

With triethylamine; trifluoroacetic acid; In dichloromethane; chloroform;

DOI:10.1211/0022357011776324

Reference yield:

tert-butyl N-benzyloxycarbonyl-2(RS)-(formylmethyl)prolinate (129605-85-2) → 5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-methoxycarbonylisopentyl)-6-oxospiro[4,4]nonane (371245-96-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / NEt₃; NaCNBH₃; moleclar sieves 3 Angstroem / methanol / 24 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 24 h / 20 °C

3: 2.08 g / NEt₃ / CHCl₃ / 24 h / Heating

With sodium cyanoborohydride; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; chloroform;

DOI:10.1211/0022357011776324

upstream raw materials:

tert-butyl N-benzyloxycarbonyl-2(RS)-allylprolinate

tert-butyl N-benzyloxycarbonyl-2(RS)-(formylmethyl)prolinate

tert-butyl N-benzyloxycarbonyl-2(RS)-(1-(N-((methoxycarbonyl)isopentyl)amino)ethyl)prolinate

Cbz-DL-Pro-OtBu

Downstream raw materials:

5(RS)-1-benzyloxycarbonyl-1,7-diaza-7-(4(S)-carboxyisopentyl)-6-oxospiro[4,4]nonane