N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

Base Information

Chemical Name:N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine
CAS No.:159487-63-5
Molecular Formula:C₃₈H₅₉N₃O₁₀
Molecular Weight:717.901
Hs Code.:

N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

Synonyms:N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

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Chemical Property of N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

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Technology Process of N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

There total 4 articles about N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine 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: 70.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: N-<(2R)-4-<2-(tert-Butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

: N-(Benzyloxycarbonyl)-N-<(2R,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

: 159487-63-5
N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; Yield given; 1.) 0 deg C, 2.5 h, 2.) r.t., 16 h;
DOI:10.1021/jo00092a022

Reference yield:

: N-<(2R)-4-<1-(Benzyloxycarbonyl)-2-(tert-butoxycarbonyl)pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

: 159487-63-5
N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / H₂ / 10percent Pd/C / methanol / 3 h

2: 85 percent / i-Pr₂NEt / acetonitrile / 1.) -10 to -5 deg C, 5.5 h, 2.) r.t., 1 h

3: 70 percent / i-Pr₂NEt, DMAP / CH₂Cl₂ / 1.) 0 deg C, 2.5 h, 2.) r.t., 16 h

With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00092a022

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 159487-63-5
N-(Benzyloxycarbonyl)-N-<(2R,4R)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>-N-<(2S,4S)-4-<2-(tert-butoxycarbonyl)-1-<(tert-butoxycarbonyl)methyl>pyrrolidinyl>>amine

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / i-Pr₂NEt / acetonitrile / 1.) -10 to -5 deg C, 5.5 h, 2.) r.t., 1 h

2: 70 percent / i-Pr₂NEt, DMAP / CH₂Cl₂ / 1.) 0 deg C, 2.5 h, 2.) r.t., 16 h

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo00092a022