(2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester

Base Information

• Chemical Name: (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester
• CAS No.: 797760-61-3
• Molecular Formula: C₂₉H₃₄Cl₂N₂O₆
• Molecular Weight: 577.505

Synonyms:(2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester

Chemical Property of (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester

Chemical Property:

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Technology Process of (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester

There total 2 articles about (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic 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: 43.0%

(5S,8RS)-8-hydroxy-6-oxo-7-oxa-1-azaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester (797760-59-9) + (R)-O-(2,6-dichlorobenzyl)tyrosine methyl ester hydrochloride → (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester (797760-61-3)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; for 15h;

DOI:10.1021/jm049644y

Reference yield:

(S)-N-Boc-2-allylproline (706806-59-9) → (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester (797760-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / 0.32 h / -78 °C

1.2: PPh₃ / CH₂Cl₂ / 2.5 h / 20 °C

2.1: 43 percent / sodium triacetoxyborohydride / CH₂Cl₂ / 15 h

With sodium tris(acetoxy)borohydride; ozone; In dichloromethane;

DOI:10.1021/jm049644y

Reference yield:

(2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid methyl ester (797760-61-3) → (2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid (797760-63-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 0 ℃;

DOI:10.1021/jm049644y

upstream raw materials:

(5S,8RS)-8-hydroxy-6-oxo-7-oxa-1-azaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester

(S)-N-Boc-2-allylproline

Downstream raw materials:

(2R,5'S)-3-[4-(2,6-dichlorobenzyloxy)phenyl]-2-(1-tert-butoxycarbonyl-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl)propanoic acid

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