(S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate

Base Information

• Chemical Name: (S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate
• CAS No.: 1449786-44-0
• Molecular Formula: C₂₃H₂₉N₃O₅
• Molecular Weight: 427.5

Synonyms:(S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate

Chemical Property of (S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate

Chemical Property:

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Technology Process of (S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate

There total 1 articles about (S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate 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: 82.0%

Methyl 3,4-diaminobenzoate (36692-49-6) + Boc-L-homophenylalanine (82732-07-8,108524-68-1,142926-43-0,100564-78-1) → (S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate (1449786-44-0)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 4h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.07.024

Reference yield:

(S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate (1449786-44-0) → (S)-4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoic acid (1449786-45-1)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; water; at 25 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.07.024

Reference yield:

(S)-methyl 4-amino-3-(2-(tert-butoxycarbonylamino)-4-phenylbutanamido)benzoate (1449786-44-0) → (S)-methyl 4-amino-3-(2-amino-4-phenylbutanamido)benzoate (1449786-61-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.07.024

upstream raw materials:

Methyl 3,4-diaminobenzoate

Boc-L-homophenylalanine

Downstream raw materials:

(S)-methyl 2-(4-amino-3-((S)-2-amino-4-phenylbutanamido)benzamido)propanoate

(S)-benzyl 2-(4-amino-3-((S)-2-amino-4-phenylbutanamido)benzamido)-3-methylbutanoate

(S)-2-(4-amino-3-((S)-2-amino-4-phenylbutanamido)benzamido)-3-methylbutanoic acid

(2S,3R)-methyl 2-(4-amino-3-((S)-2-amino-4-phenylbutanamido)benzamido)-3-hydroxybutanoate

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