N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether

Base Information

• Chemical Name: N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether
• CAS No.: 158686-44-3
• Molecular Formula: C₂₂H₂₈INO₄Si
• Molecular Weight: 525.459
• Mol file: 158686-44-3.mol

Synonyms:N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether

Chemical Property of N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether

There total 3 articles about N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether 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: 88.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (220400-04-4) → N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether (158686-44-3)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1021/jo00094a036

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether (158686-44-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 53 percent / I₂, NaIO₃, conc. H₂SO₄ / acetic acid / 21 h / 70 °C

2: 91 percent / aq. NaOH / 1 h / Ambient temperature

3: 88 percent / pyridine, DCC / acetonitrile

With pyridine; sodium hydroxide; sodium iodate; sulfuric acid; iodine; dicyclohexyl-carbodiimide; In acetic acid; acetonitrile;

DOI:10.1021/jo00094a036

Reference yield:

4-iodo-L-phenylalanine (1991-81-7,14173-41-2,24250-85-9,62561-75-5) → N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine (trimethylsilyl)ethyl ether (158686-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. NaOH / 1 h / Ambient temperature

2: 88 percent / pyridine, DCC / acetonitrile

With pyridine; sodium hydroxide; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1021/jo00094a036

upstream raw materials:

2-(Trimethylsilyl)ethanol

N-<(Benzyloxy)carbonyl>-4-iodo-L-phenylalanine

L-phenylalanine

4-iodo-L-phenylalanine

Downstream raw materials:

5-(8-{4-[2-benzyloxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylethynyl}-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl)-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester