(2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester

Base Information

• Chemical Name: (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester
• CAS No.: 169764-33-4
• Molecular Formula: C₂₂H₃₃NO₃
• Molecular Weight: 359.509
• Mol file: 169764-33-4.mol

Synonyms:(2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester

Chemical Property of (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester

There total 4 articles about (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic 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:

(E)-2,4-pentadienoic acid (21651-12-7) → (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester (169764-33-4)

Guidance literature:

Multi-step reaction with 3 steps

1: conc. H₂SO₄

2: 87 percent

3: LDA / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) -78 deg C

With sulfuric acid; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/a700216e

Reference yield:

tert-butyl (2E)-penta-2,4-dienoate (16809-92-0) → (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester (169764-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent

2: LDA / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) -78 deg C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/a700216e

Reference yield:

lithium (αR)-(α-methylbenzyl)allylamide → (2S,3R)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-2-((R)-1-hydroxy-ethyl)-pent-4-enoic acid tert-butyl ester (169764-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent

2: LDA / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) -78 deg C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/a700216e

upstream raw materials:

acetaldehyde

(S)-3-[Allyl-((R)-1-phenyl-ethyl)-amino]-pent-4-enoic acid tert-butyl ester

(E)-2,4-pentadienoic acid

tert-butyl (2E)-penta-2,4-dienoate

Downstream raw materials:

(2S,3R)-2-((R)-1-Hydroxy-ethyl)-3-((R)-1-phenyl-ethylamino)-pent-4-enoic acid tert-butyl ester

(3S,4R)-3-((R)-1-Hydroxy-ethyl)-1-((R)-1-phenyl-ethyl)-4-vinyl-azetidin-2-one

(2S,3R)-2-((R)-1-Hydroxy-ethyl)-3-((R)-1-phenyl-ethylamino)-pent-4-enoic acid

(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-((R)-1-phenyl-ethyl)-4-vinyl-azetidin-2-one