(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

Base Information

Chemical Name:(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone
CAS No.:91733-83-4
Molecular Formula:C₂₉H₄₀N₆O₁₀
Molecular Weight:632.671
Hs Code.:

Synonyms:(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

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Chemical Property of (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

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Technology Process of (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

There total 6 articles about (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone 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: 93.0%

: 91733-82-3
<3-(benzyloxy)-4-methyl-2-nitrobenzoyl>-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

: 91733-83-4
(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; at 23 ℃; for 0.166667h;
DOI:10.1021/ja00310a065

Reference yield:

: 27483-27-8
N-(benzyloxycarbonyl)-D-valylprolylsarcosine tert-butyl ester

: 91733-83-4
(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 1,4-cyclohexadiene / 10percent palladium/charcoal / ethanol

2: HONB/DCC / dimethylformamide / 48 h / -5 °C

3: 81 percent / DMAP/DCC / CH₂Cl₂ / 16 h / 26 °C

4: 51 percent / BOP-Cl

5: 93 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 0.17 h / 23 °C

With dmap; trifluorormethanesulfonic acid; cyclohexa-1,4-diene; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00310a065

Reference yield:

: 2441-62-5
<3-(benzyloxy)-4-methyl-2-nitro-benzoyl>-L-threonine

: 91733-83-4
(3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-alanine lactone

Guidance literature:: Multi-step reaction with 4 steps

1: HONB/DCC / dimethylformamide / 48 h / -5 °C

2: 81 percent / DMAP/DCC / CH₂Cl₂ / 16 h / 26 °C

3: 51 percent / BOP-Cl

4: 93 percent / trifluoromethanesulfonic acid / CH₂Cl₂ / 0.17 h / 23 °C

With dmap; trifluorormethanesulfonic acid; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; dicyclohexyl-carbodiimide; (3aR,4R,7S,7aS)-2-hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione (N-hydroxy-5-exo-norbornene-2,3-dicarboximide); In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00310a065