(-)-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

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Chemical Name:(-)-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
CAS No.:257883-82-2
Molecular Formula:C₆₈H₁₀₈N₄O₂₀
Molecular Weight:1301.62
Hs Code.:

(-)-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

Synonyms:(-)-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

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Chemical Property of (-)-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

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Technology Process of (-)-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

There total 3 articles about (-)-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 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: 42.0%

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

: 257883-69-5
(-)-benzyl-3,4-bis[(3S)-3-[bis-(tert-butylcarbonyl)amino]-4-(tert-butoxy)-4-oxobutyl]-1H-pyrrole-2-carboxylate

: 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

Guidance literature:: With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 23 ℃; for 7h;
DOI:10.1002/(SICI)1521-3773(19991203)38:23<3537::AID-ANIE3537>3.0.CO;2-R

Reference yield:

: 257883-80-0
(S)-2-[bis(tert-butoxycarbonyl)amino]-6-hydroxyhexanoic acid tert-butyl ester

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / PPh₃; imidazole; I₂ / tetrahydrofuran / 1 h / 20 °C

2: 42 percent / 18-crown-6; t-BuOK / tetrahydrofuran / 7 h / 20 °C

With 1H-imidazole; 18-crown-6 ether; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/jo0008901

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 steps

1.1: B₂H₆*THF / tetrahydrofuran / 17 h / 202 °C

1.2: 87 percent / aq. NaOH; aq. H₂O₂ / 0.5 h

2.1: 92 percent / PPh₃; imidazole; I₂ / tetrahydrofuran / 1 h / 20 °C

3.1: 42 percent / 18-crown-6; t-BuOK / tetrahydrofuran / 7 h / 20 °C

With 1H-imidazole; 18-crown-6 ether; B₂H₆-THF; potassium tert-butylate; iodine; triphenylphosphine; In tetrahydrofuran;
DOI:10.1021/jo0008901