(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Base Information

Chemical Name:(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid
CAS No.:154140-46-2
Molecular Formula:C₁₅H₂₀INO₅
Molecular Weight:421.232
Hs Code.:

Synonyms:(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

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Chemical Property of (R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Chemical Property:

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Technology Process of (R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

There total 7 articles about (R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid 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:

: 24424-99-5
di-tert-butyl dicarbonate

: C₁₀H₁₂INO₃

: 154140-46-2
(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h;
DOI:10.3762/bjoc.15.53

Reference yield:

: 160531-47-5
N-Boc-3-iodo-N-methyl-D-tyrosine methyl ester

: 154140-46-2
(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81206-0

Reference yield:

: 556-02-5,18875-48-4,25619-78-7,30704-25-7
tyrosine

: 154140-46-2
(R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / 8 h / 0 deg C to RT

2: tetrahydrofuran / 3 h / Ambient temperature

3: imidazole / CH₂Cl₂ / 3 h / Ambient temperature

4: NaH / dimethylformamide / 4 h / Ambient temperature

5: I₂, Hg(OAc)2 / acetic acid / 9 h / Ambient temperature

6: LiOH / tetrahydrofuran; methanol; H₂O / 3 h / Ambient temperature

With 1H-imidazole; lithium hydroxide; thionyl chloride; mercury(II) diacetate; iodine; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)61605-2