1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Base Information

Chemical Name:1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester
CAS No.:257883-85-5
Molecular Formula:C₂₆H₃₆N₄O₈
Molecular Weight:532.594
Hs Code.:

Synonyms:1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

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Chemical Property of 1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

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Technology Process of 1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

There total 4 articles about 1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl 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: 79.0%

: 257883-82-2
(-)-benzyl-3,4-bis[(3S)-3-[bis-(tert-butylcarbonyl)amino]-4-(tert-butoxy)-4-oxobutyl]-1-[(5S)-5-[bis(tert-butoxycarbonyl)amino]-6-(tert-butoxy)-6-oxohexyl]-1H-pyrrole-2-carboxylate

: 257883-85-5
1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Guidance literature:: With water; trifluoroacetic acid; at 23 ℃; for 2h;
DOI:10.1002/(SICI)1521-3773(19991203)38:23<3537::AID-ANIE3537>3.0.CO;2-R

Reference yield:

: 226985-05-3
(S)-(-)-1-tert-butyl-2--5-hexenoate

: 257883-85-5
1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / B₂H₆*THF / tetrahydrofuran / 17 h / 0 - 23 °C

2: 92 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 1 h / 23 °C

3: 42 percent / t-BuOK; [18]crown-6 / tetrahydrofuran / 7 h / 23 °C

4: 79 percent / TFA; H₂O / 2 h / 23 °C

With 1H-imidazole; 18-crown-6 ether; B₂H₆-THF; potassium tert-butylate; water; iodine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1: Hydroboration / 1: Hydrolysis / 2: Substitution / 3: Alkylation / 4: Hydrolysis;
DOI:10.1002/(SICI)1521-3773(19991203)38:23<3537::AID-ANIE3537>3.0.CO;2-R

Reference yield:

: 257883-70-8
(S)-2-[bis(tert-butoxycarbonyl)amino]-6-iodohexanoic acid tert-butyl ester

: 257883-85-5
1-((S)-5-Amino-5-carboxy-pentyl)-3,4-bis-((S)-3-amino-3-carboxy-propyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / t-BuOK; [18]crown-6 / tetrahydrofuran / 7 h / 23 °C

2: 79 percent / TFA; H₂O / 2 h / 23 °C

With 18-crown-6 ether; potassium tert-butylate; water; trifluoroacetic acid; In tetrahydrofuran; 1: Alkylation / 2: Hydrolysis;
DOI:10.1002/(SICI)1521-3773(19991203)38:23<3537::AID-ANIE3537>3.0.CO;2-R