2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

Base Information

Chemical Name:2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine
CAS No.:287935-88-0
Molecular Formula:C₂₉H₃₂IN₂O₈P
Molecular Weight:694.46
Hs Code.:

Synonyms:2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

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Chemical Property of 2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

Chemical Property:

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Technology Process of 2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

There total 5 articles about 2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine 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: 91.0%

: 287935-83-5
2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine methyl ester

: 287935-88-0
2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

Guidance literature:: With sodium hydroxide; In methanol; at 20 ℃; for 8h;
DOI:10.1002/(SICI)1099-1344(200002)43:2<103::AID-JLCR294>3.0.CO;2-I

Reference yield:

: 3070-71-1
methyl 2-benzylacrylate

: 287935-88-0
2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

Guidance literature:: Multi-step reaction with 4 steps

1: 92.2 percent / N,O-bistrimethylsilylacetamide / 70 °C

2: 90.5 percent / aq. NaOH / methanol / 16 h / 20 °C

3: 70.6 percent / diisopropylethylamine; HOBt; EDC / CH₂Cl₂; tetrahydrofuran / 0.75 h / 20 °C

4: 91 percent / aq. NaOH / methanol / 8 h / 20 °C

With sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Addition / 2: Hydrolysis / 3: Acylation / 4: Hydrolysis;
DOI:10.1002/(SICI)1099-1344(200002)43:2<103::AID-JLCR294>3.0.CO;2-I

Reference yield:

: 115115-40-7
(R)-1-(N-benzyloxycarbonylamino)ethylphosphinic acid

: 287935-88-0
2(R,S)-benzyl-3-{hydroxy[1'(R)-(N-benzyloxycarbonylamino)ethyl]phosphinyl}propanoyl-L-3-iodotyrosine

Guidance literature:: Multi-step reaction with 4 steps

1: 92.2 percent / N,O-bistrimethylsilylacetamide / 70 °C

2: 90.5 percent / aq. NaOH / methanol / 16 h / 20 °C

3: 70.6 percent / diisopropylethylamine; HOBt; EDC / CH₂Cl₂; tetrahydrofuran / 0.75 h / 20 °C

4: 91 percent / aq. NaOH / methanol / 8 h / 20 °C

With sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Addition / 2: Hydrolysis / 3: Acylation / 4: Hydrolysis;
DOI:10.1002/(SICI)1099-1344(200002)43:2<103::AID-JLCR294>3.0.CO;2-I