{(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester

Base Information

• Chemical Name: {(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester
• CAS No.: 380649-39-8
• Molecular Formula: C₂₃H₃₆N₄O₅
• Molecular Weight: 448.563
• Mol file: 380649-39-8.mol

Synonyms:{(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester

Chemical Property of {(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester

There total 1 articles about {(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl 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: 74.0%

((2S)-2-tert-butoxycarbonylamino-propyl)-carbamic acid 2,5-dioxo-pyrrolidin-1-yl ester (254100-96-4) + ((S)-2-Benzylamino-propyl)-carbamic acid allyl ester → {(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester (380649-39-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 0.5h;

Reference yield: 87.0%

((2S)-2-tert-butoxycarbonylamino-propyl)-carbamic acid 2,5-dioxo-pyrrolidin-1-yl ester (254100-96-4) + {(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester (380649-39-8) → [(S)-2-(1-Benzyl-3-{(S)-2-[3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-ureido)-propyl]-carbamic acid allyl ester (380649-40-1)

Guidance literature:

{(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester; With trifluoroacetic acid;

((2S)-2-tert-butoxycarbonylamino-propyl)-carbamic acid 2,5-dioxo-pyrrolidin-1-yl ester; With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 0.5h;

Reference yield:

{(S)-2-[1-Benzyl-3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-carbamic acid allyl ester (380649-39-8) → (5S,10S,15S,20S)-1-Benzyl-5,10,15,20-tetramethyl-1,3,6,8,11,13,16,18-octaaza-cycloicosane-2,7,12,17-tetraone (380649-45-6)

Guidance literature:

Multi-step reaction with 8 steps

1: hydrogenchloride / 1,4-dioxane

2: N-ethyl-N,N-diisopropylamine

3: hydrogenchloride / 1,4-dioxane

4: N-ethyl-N,N-diisopropylamine

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylamine

6: N-ethyl-N,N-diisopropylamine

8: N-ethyl-N,N-diisopropylamine / acetonitrile

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diethylamine; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; acetonitrile;

DOI:10.1002/1521-3773(20020603)41:11<1895::AID-ANIE1895>3.0.CO;2-3

upstream raw materials:

((2S)-2-tert-butoxycarbonylamino-propyl)-carbamic acid 2,5-dioxo-pyrrolidin-1-yl ester

Downstream raw materials:

(5S,10S,15S,20S)-1-Benzyl-5,10,15,20-tetramethyl-1,3,6,8,11,13,16,18-octaaza-cycloicosane-2,7,12,17-tetraone

[(S)-2-(1-Benzyl-3-{(S)-2-[3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-ureido)-propyl]-carbamic acid allyl ester

((S)-2-{3-[(S)-2-(3-{(S)-2-[3-((S)-2-Amino-1-methyl-ethyl)-3-benzyl-ureido]-1-methyl-ethyl}-ureido)-1-methyl-ethyl]-ureido}-1-methyl-ethyl)-carbamic acid tert-butyl ester

((S)-2-{1-Benzyl-3-[(S)-2-(3-{(S)-2-[3-((S)-2-tert-butoxycarbonylamino-propyl)-ureido]-propyl}-ureido)-propyl]-ureido}-propyl)-carbamic acid allyl ester