(S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester

Base Information

• Chemical Name: (S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester
• CAS No.: 132090-13-2
• Molecular Formula: C₂₄H₂₉NO₅
• Molecular Weight: 411.498
• Mol file: 132090-13-2.mol

Synonyms:(S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester

Chemical Property of (S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester

There total 1 articles about (S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid 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: 87.0%

Caesium; (S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionate (116274-16-9) + allyl bromide (106-95-6) → (S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester (132090-13-2)

Guidance literature:

In N,N-dimethyl-formamide; Ambient temperature;

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester (132090-13-2) → C29H37NO7 (132090-20-1)

Guidance literature:

With dmap; In acetonitrile; Ambient temperature;

Reference yield:

(S)-3-(4-Benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid allyl ester (132090-13-2) → Tyr-Gly-Gly-Phe-Leu (60254-86-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / DMAP / acetonitrile / Ambient temperature

2: 48 percent / tris(triphenylphosphine)rhodium(I) chloride / ethanol; H₂O / 3 h / 70 °C

3: 37 percent / DCC / dimethylformamide / Ambient temperature

4: 1.) H₂, 2.) 2M HCl / 1.) 5percent Pd/C / 1.) 80percent AcOH, 5 h, 2.) dioxane, RT, 1h

With hydrogenchloride; dmap; Wilkinson's catalyst; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

Caesium; (S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionate

allyl bromide

Downstream raw materials:

C₂₉H₃₇NO₇

Boc₂-Tyr(Bzl)-OH

Tyr-Gly-Gly-Phe-Leu

Boc₂-Tyr(Bzl)-ONp