tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

Base Information

Chemical Name:tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate
CAS No.:438012-70-5
Molecular Formula:C₄₀H₅₀N₆O₉S
Molecular Weight:790.938
Hs Code.:

tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

Synonyms:tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

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Chemical Property of tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

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Technology Process of tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

There total 7 articles about tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate 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:

: 71989-18-9
Fmoc-Glu(OtBu)-OH

: N₁-[1-[2'-(allyloxycarbonyl)ethylamino]-1-[2''-(tert-butyloxycarbonyl)ethylamino]methylidene]-4-methyl-1-benzenesulfonamide trifluoroacetic acid salt

: 438012-70-5
tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

Guidance literature:: Fmoc-Glu(OtBu)-OH; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; In dichloromethane; at 20 ℃; for 0.166667h;

N₁-[1-[2'-(allyloxycarbonyl)ethylamino]-1-[2''-(tert-butyloxycarbonyl)ethylamino]methylidene]-4-methyl-1-benzenesulfonamide trifluoroacetic acid salt; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 18h; Further stages.;
DOI:10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z

Reference yield:

: 438012-44-3
(2-isothiocyanatoethyl)carbamic acid allyl ester

: 438012-70-5
tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 72 percent / CHCl₃ / 18 h / Heating

2.1: acetone / 18 h / 20 °C

2.2: 96 percent / NH₄PF₆ / CH₂Cl₂; methanol / 18 h / 20 °C

3.1: 92 percent / DBU / toluene; CHCl₃ / 24 h / Heating

4.1: CH₂Cl₂ / 2 h / 20 °C

5.1: PyBOP; HOBt / CH₂Cl₂ / 0.17 h / 20 °C

5.2: 562 mg / DIPEA / CH₂Cl₂ / 18 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; chloroform; acetone; toluene;
DOI:10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z

Reference yield:

: 438012-35-2
1-(allyloxycarbonyl)-4-(tert-butyloxycarbonyl)ethyldiamine

: 438012-70-5
tert-butyl (4S)-5-({2-[([(2-{[(allyloxy)carbonyl]amino}ethyl)-amino]{[(4-methylphenyl)sulfonyl]imino}methyl)amino]ethyl}-amino)-4-{[(9H-fluorenylmethyloxy)carbonyl]amino}-5-oxo-pentanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / CH₂Cl₂ / 2 h / 20 °C

2.1: 87 percent / aq.NaHCO₃ / CHCl₃ / 18 h / 20 °C

3.1: 72 percent / CHCl₃ / 18 h / Heating

4.1: acetone / 18 h / 20 °C

4.2: 96 percent / NH₄PF₆ / CH₂Cl₂; methanol / 18 h / 20 °C

5.1: 92 percent / DBU / toluene; CHCl₃ / 24 h / Heating

6.1: CH₂Cl₂ / 2 h / 20 °C

7.1: PyBOP; HOBt / CH₂Cl₂ / 0.17 h / 20 °C

7.2: 562 mg / DIPEA / CH₂Cl₂ / 18 h

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; chloroform; acetone; toluene;
DOI:10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z