(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

Base Information

Chemical Name:(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid
CAS No.:215050-35-4
Molecular Formula:C₂₂H₂₂N₄O₈S
Molecular Weight:502.505
Hs Code.:

Synonyms:(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

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Chemical Property of (S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

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Technology Process of (S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

There total 9 articles about (S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid 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: 99.0%

: 215050-34-3
(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid benzyl ester

: 215050-35-4
(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 4h;
DOI:10.1016/S0968-0896(98)00090-X

Reference yield:

: 453-71-4
3-nitro-4-fluorobenzoic acid

: 215050-35-4
(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / toluene / 8 h / 80 °C

2: 73 percent / molecular sieves 4A / Bu₄NF / dimethylformamide / 4 h / 25 °C

3: 99 percent / LiOH*H₂O / H₂O; dioxane / 4 h / 25 °C

4: 82 percent / DCC / 4-DMAP / CH₂Cl₂ / 4 h / 25 °C

5: 84 percent / CF₃CO₂H / CH₂Cl₂ / 2 h / 25 °C / Acid hydrolysis

6: 57 percent / i-Pr₂NEt / CH₂Cl₂ / 4 h / 25 °C

7: 44 percent / Ph₃P; H₂O / tetrahydrofuran / 12 h / 25 °C

8: 99 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 4 h / 25 °C

With lithium hydroxide; 4 A molecular sieve; water; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 1: Esterification / 2: Substitution / 3: Hydrolysis / 4: Substitution / 5: Hydrolysis / 6: Substitution / 7: Reduction / 8: Hydrolysis;
DOI:10.1016/S0968-0896(98)00090-X

Reference yield:

: 329-59-9
4-fluoro-3-nitro-benzoic acid methyl ester

: 215050-35-4
(S)-3-[4-(2-Amino-ethoxy)-3-nitro-benzoylamino]-2-(naphthalene-1-sulfonylamino)-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / molecular sieves 4A / Bu₄NF / dimethylformamide / 4 h / 25 °C

2: 99 percent / LiOH*H₂O / H₂O; dioxane / 4 h / 25 °C

3: 82 percent / DCC / 4-DMAP / CH₂Cl₂ / 4 h / 25 °C

4: 84 percent / CF₃CO₂H / CH₂Cl₂ / 2 h / 25 °C / Acid hydrolysis

5: 57 percent / i-Pr₂NEt / CH₂Cl₂ / 4 h / 25 °C

6: 44 percent / Ph₃P; H₂O / tetrahydrofuran / 12 h / 25 °C

7: 99 percent / LiOH*H₂O / H₂O; tetrahydrofuran / 4 h / 25 °C

With lithium hydroxide; 4 A molecular sieve; water; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: Substitution / 2: Hydrolysis / 3: Substitution / 4: Hydrolysis / 5: Substitution / 6: Reduction / 7: Hydrolysis;
DOI:10.1016/S0968-0896(98)00090-X