(S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester
• CAS No.: 121773-00-0
• Molecular Formula: C₂₁H₃₀N₂O₄
• Molecular Weight: 374.48

Synonyms:(S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester

Chemical Property of (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester

Chemical Property:

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Technology Process of (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester

There total 9 articles about (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl 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: 57.0%

(R)-7-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethyl]-6-oxo-1,7-diaza-spiro[4.4]nonane-1-carboxylic acid benzyl ester (133373-19-0) → (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester (121773-00-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00110a005

Reference yield:

(R)-2-allylpyrrolidine-2-carboxylic acid (121772-98-3) → (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester (121773-00-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 50 percent / Et₃N

2: 95 percent / (i-Pr-N=)2C, HOBt / dimethylformamide

3: OsO₄, NaIO₄ / methanol

4: NaBH₄ / methanol

5: DEAD, Ph₃P, / tetrahydrofuran

6: H₂ / Pd/C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; hydrogen; benzotriazol-1-ol; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1039/c39880001447

Reference yield:

Cbz-α(HOCH2CH2)-Pro-Tyr(Bu-t)-OMe (133373-23-6) → (S)-3-(4-tert-Butoxy-phenyl)-2-((R)-6-oxo-1,7-diaza-spiro[4.4]non-7-yl)-propionic acid methyl ester (121773-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: DEAD, Ph₃P, / tetrahydrofuran

2: H₂ / Pd/C

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1039/c39880001447

upstream raw materials:

(R)-7-[(S)-2-(4-tert-Butoxy-phenyl)-1-methoxycarbonyl-ethyl]-6-oxo-1,7-diaza-spiro[4.4]nonane-1-carboxylic acid benzyl ester

O-tert-butyl-L-tyrosine methyl ester

(R)-2-allylpyrrolidine-2-carboxylic acid

(R)-N-(benzyloxycarbonyl)-2-(2'-propenyl)proline

Downstream raw materials:

(S)-2-{(R)-1-[(S)-2-tert-Butoxycarbonylamino-3-(4-tert-butoxy-phenyl)-propionyl]-6-oxo-1,7-diaza-spiro[4.4]non-7-yl}-3-(4-tert-butoxy-phenyl)-propionic acid methyl ester

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