(2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester

Base Information

• Chemical Name: (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester
• CAS No.: 213907-37-0
• Molecular Formula: C₂₆H₄₂N₂O₆
• Molecular Weight: 478.629

Synonyms:(2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester

Chemical Property of (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester

There total 2 articles about (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl 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:

(2R)-2-(tert-butoxycarbonylmethyl)-6-(phenylmethoxy)-hexanoic acid (162439-40-9) → (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester (213907-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: CCl₄ / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: acetonitrile / 36 h / 20 °C

With lithium diisopropyl amide; In tetrahydrofuran; hexane; acetonitrile; 1.1: Metallation / 1.2: Chlorination / 2.1: Condensation;

DOI:10.1021/jm990377j

Reference yield:

(S)-2-amino-N,3,3-trimethylbutanamide (89226-12-0) + (2S,3R)-2-(4-Benzyloxy-butyl)-3-chloro-succinic acid 4-tert-butyl ester (213907-41-6) → (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester (213907-37-0)

Guidance literature:

In acetonitrile; at 20 ℃; for 36h;

DOI:10.1021/jm990377j

Reference yield:

1,2-dihydro-1-methyl-2-oxoquinolin-6-ylmethylbromide (131610-09-8) + (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-hydroxy-heptanoic acid tert-butyl ester (213907-37-0) → (2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-(1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethoxy)-heptanoic acid tert-butyl ester (215607-14-0)

Guidance literature:

With sodium hydride; sodium iodide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm990377j

upstream raw materials:

(S)-2-amino-N,3,3-trimethylbutanamide

(2S,3R)-2-(4-Benzyloxy-butyl)-3-chloro-succinic acid 4-tert-butyl ester

(2R)-2-(tert-butoxycarbonylmethyl)-6-(phenylmethoxy)-hexanoic acid

Downstream raw materials:

(2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-(1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethoxy)-heptanoic acid tert-butyl ester

(2S,3R)-7-Benzyloxy-3-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-2-(1-methyl-2-oxo-1,2-dihydro-quinolin-6-ylmethoxy)-heptanoic acid

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