(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Base Information

Chemical Name:(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester
CAS No.:302964-51-8
Molecular Formula:C₂₈H₃₀INO₅
Molecular Weight:587.454
Hs Code.:

Synonyms:(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

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Chemical Property of (S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

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Technology Process of (S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

There total 6 articles about (S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl 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: 88.0%

: 100-39-0
benzyl bromide

: 870456-12-5
(S)-N-benzyloxycarbonyl-3-iodotyrosine tert-butyl ester

: 302964-51-8
(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Guidance literature:: (S)-N-benzyloxycarbonyl-3-iodotyrosine tert-butyl ester; With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetone; at 25 ℃; for 1h; Inert atmosphere;

benzyl bromide; In acetone; at 56 ℃; for 16h; Inert atmosphere;
DOI:10.1002/chem.201601605

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 302964-51-8
(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / aq. Na₂CO₃ / diethyl ether / 3 h / 25 °C

2: NaI; chloramine T / dimethylsulfoxide / 24 h

3: 13.9 g / n-Bu₄NI; K₂CO₃ / dimethylformamide / 22 h / 25 °C

With chloroamine-T; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; sodium iodide; In diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/b510653b

Reference yield:

: 70-78-0
3-Iodo-L-tyrosine

: 302964-51-8
(S)-4-benzyloxy-3-iodo-N-(benzyloxycarbonyl)tyrosine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / aq. Na₂CO₃ / diethyl ether / 8 h

2: 66 percent / benzyltriethylammonium chloride; aq. K₂CO₃ / tetrahydrofuran / 60 °C

3: 13.9 g / n-Bu₄NI; K₂CO₃ / dimethylformamide / 22 h / 25 °C

With N-benzyl-N,N,N-triethylammonium chloride; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b510653b