L-O-Benzyl-N-(ethoxycarbonyl)tyrosine

Base Information

• Chemical Name: L-O-Benzyl-N-(ethoxycarbonyl)tyrosine
• CAS No.: 29210-09-1
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379
• Mol file: 29210-09-1.mol

Synonyms:L-O-Benzyl-N-(ethoxycarbonyl)tyrosine

Chemical Property of L-O-Benzyl-N-(ethoxycarbonyl)tyrosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-O-Benzyl-N-(ethoxycarbonyl)tyrosine

There total 1 articles about L-O-Benzyl-N-(ethoxycarbonyl)tyrosine 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: 53.0%

O-benzyl-S-tyrosine (16652-64-5) + chloroformic acid ethyl ester (541-41-3) → L-O-Benzyl-N-(ethoxycarbonyl)tyrosine (29210-09-1)

Guidance literature:

With sodium hydroxide; at 0 ℃; for 2h;

DOI:10.1021/jo00161a023

Reference yield:

L-O-Benzyl-N-(ethoxycarbonyl)tyrosine (29210-09-1) → (S)-4-<1-<(Ethoxycarbonyl)amino>-2-<4-(benzyloxy)-phenyl>ethyl>-1,6-heptadien-4-ol (85828-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-Butyllithium, 3.) 1 N HCl / 1.) THF, -78 deg C, 2.) THF/ether, room temp., 40 min.

2: 26 percent / 1 N HCl / tetrahydrofuran / 0.5 h / Ambient temperature

With hydrogenchloride; n-butyllithium; In tetrahydrofuran;

DOI:10.1021/jo00161a023

Reference yield:

L-O-Benzyl-N-(ethoxycarbonyl)tyrosine (29210-09-1) → (S)-4-<1-(Methylamino)-2-<4-(benzyloxy)phenyl>ethyl>-1,6-heptadien-4-ol hydrochloride (85828-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-Butyllithium, 3.) 1 N HCl / 1.) THF, -78 deg C, 2.) THF/ether, room temp., 40 min.

2: 26 percent / 1 N HCl / tetrahydrofuran / 0.5 h / Ambient temperature

3: 1.) LiAlH₄, 2.) 1N HCl / 1.) ether, reflux, 2 h; 2.) benzene, room temp.

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran;

DOI:10.1021/jo00161a023

upstream raw materials:

O-benzyl-S-tyrosine

chloroformic acid ethyl ester

Downstream raw materials:

(S)-5-<(Ethoxycarbonyl)amino>-6-<4-(benzyloxy)-phenyl>-4-hexenone

(S)-4-<1-<(Ethoxycarbonyl)amino>-2-<4-(benzyloxy)-phenyl>ethyl>-1,6-heptadien-4-ol

(S)-4-<1-(Methylamino)-2-<4-(benzyloxy)phenyl>ethyl>-1,6-heptadien-4-ol hydrochloride