(S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Base Information

• Chemical Name: (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester
• CAS No.: 723296-05-7
• Molecular Formula: C₄₄H₆₁NO₄Si
• Molecular Weight: 696.058
• Mol file: 723296-05-7.mol

Synonyms:(S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Chemical Property of (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

There total 24 articles about (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl 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: 85.0%

(S)-2-Methylamino-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester + (2R,4R)-2,4-dimethyl-hex-5-enoic acid (116179-61-4) → (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester (723296-05-7)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 23 ℃; for 24h;

DOI:10.1021/ol0707259

Reference yield:

2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester (723296-11-5) → (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester (723296-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 1 h / 0 °C

2: 141 mg / HOBt; EDCI / CH₂Cl₂ / 6 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol061029w

Reference yield:

(3S,5R)-9-tert-butyldiphenylsilyloxy-3-methyl-1-nonen-5-ol (946408-85-1) → (S)-2-[((2R,4S)-2,4-Dimethyl-hex-5-enoyl)-methyl-amino]-3-phenyl-propionic acid (1R,3S)-1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester (723296-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; dmap

2: trifluoroacetic acid / dichloromethane

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jacs.5b08858

upstream raw materials:

(2R,4R)-2,4-dimethyl-hex-5-enoic acid

2-(tert-butoxycarbonyl-methyl-amino)-3-phenyl-propionic acid 1-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-pent-4-enyl ester

(2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone

C₁₄H₃₀SiO

Downstream raw materials:

4-((3S,6R,8R,11R,13R)-3-Benzyl-4,6,8,11-tetramethyl-2,5-dioxo-1-oxa-4-aza-cyclotridec-13-yl)-butyraldehyde

(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-(4-hydroxy-butyl)-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione

(Z)-(3S,6R,8S,11S,13R)-3-Benzyl-13-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-4,6,8,11-tetramethyl-1-oxa-4-aza-cyclotridec-9-ene-2,5-dione