Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester

Base Information

• Chemical Name: Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester
• CAS No.: 210294-28-3
• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.412
• Mol file: 210294-28-3.mol

Synonyms:Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester

Chemical Property of Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester

There total 2 articles about Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl 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:

Boc-L-phenylalaninal (72155-45-4) → Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester (210294-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / tetrahydrofuran / 2 h / -40 °C

2: Et₃N, DMAP / CH₂Cl₂

With dmap; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(98)00887-9

Reference yield:

(3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene (99113-28-7) + acryloyl chloride (814-68-6,25189-84-8) → Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester (210294-28-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4039(98)00887-9

Reference yield: 82.0%

Acrylic acid (S)-1-((S)-1-tert-butoxycarbonylamino-2-phenyl-ethyl)-allyl ester (210294-28-3) → [(S)-1-((S)-5-Oxo-2,5-dihydro-furan-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester (210294-29-4)

Guidance literature:

With titanium(IV) isopropylate; Grubbs catalyst first generation; In dichloromethane; at 40 ℃; for 15h;

DOI:10.1016/S0040-4039(98)00887-9

upstream raw materials:

(3S,4S)-5-[(tert-butoxycarbonyl)amino]-3-hydroxy-5-phenyl-1-pentene

acryloyl chloride

Boc-L-phenylalaninal

Downstream raw materials:

[(S)-1-((S)-5-Oxo-2,5-dihydro-furan-2-yl)-2-phenyl-ethyl]-carbamic acid tert-butyl ester

(3R,5S)-3-benzyl-5-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-phenylethyl}dihydrofuran-2-(3H)-one

(2R,4S,5S)-N,2-dibenzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanamide

tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate