N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Base Information

Chemical Name:N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester
CAS No.:127559-17-5
Molecular Formula:C₃₆H₄₀BrNO₆Si
Molecular Weight:690.706
Hs Code.:

Synonyms:N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

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Chemical Property of N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

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Technology Process of N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

There total 11 articles about N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl 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: 70.0%

: 127559-16-4
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(hydroxymethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

: 127559-17-5
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In diethyl ether; at 25 ℃; for 12h;
DOI:10.1021/jo00311a019 DOI:10.1016/S0040-4039(01)93447-1

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 127559-17-5
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / EDCI, HOBt / CH₂Cl₂ / 12 h / 25 °C

2: 70 percent / CBr₄, Ph₃P / diethyl ether / 12 h / 25 °C

With carbon tetrabromide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(01)93447-1

Reference yield:

: 120385-11-7
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(hydroxymethyl)phenoxy>-L-tyrosine methyl ester

: 127559-17-5
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / LiOH, H₂O / tetrahydrofuran; methanol

2: 86 percent / EDCI, HOBt / CH₂Cl₂ / 12 h / 25 °C

3: 70 percent / CBr₄, Ph₃P / diethyl ether / 12 h / 25 °C

With lithium hydroxide; carbon tetrabromide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(01)93447-1