N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester

Base Information

• Chemical Name: N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester
• CAS No.: 333362-78-0
• Molecular Formula: C₃₀H₃₇N₃O₉
• Molecular Weight: 583.638

Synonyms:N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester

Chemical Property of N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester

Chemical Property:

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Technology Process of N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester

There total 1 articles about N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl 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%

PhAcOZ-Val-OH (192999-59-0) + L-seryl-L-alanine allyl ester hydrotrifluoroacetate → N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester (333362-78-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1002/1521-3765(20020415)8:8<1879::AID-CHEM1879>3.0.CO;2-5

Reference yield:

(allyloxy)bis(diisopropylamino)phosphine (108554-72-9) + N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester (333362-78-0) → (S)-2-{(S)-3-(Allyloxy-diisopropylamino-phosphanyloxy)-2-[(S)-3-methyl-2-(4-phenylacetoxy-benzyloxycarbonylamino)-butyrylamino]-propionylamino}-propionic acid allyl ester

Guidance literature:

With 1H-tetrazole; diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/1521-3765(20020415)8:8<1879::AID-CHEM1879>3.0.CO;2-5

Reference yield:

N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-L-alanine allyl ester (333362-78-0) → 2-{3-{[3-acetoxy-5-(4-allyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-allyloxy-phosphanyloxy}-2-[3-methyl-2-(4-phenylacetoxy-benzyloxycarbonylamino)-butyrylamino]-propionylamino}-propionic acid allyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: (iPr)2NH; tetrazole / CH₂Cl₂ / 1 h / 0 °C

2: terazole / acetonitrile; CH₂Cl₂ / 24 h / 20 °C

With 1H-tetrazole; terazole; diisopropylamine; In dichloromethane; acetonitrile;

DOI:10.1002/1521-3765(20020415)8:8<1879::AID-CHEM1879>3.0.CO;2-5

upstream raw materials:

PhAcOZ-Val-OH

Downstream raw materials:

N-phenylacetoxybenzyloxycarbonyl-L-valinyl-L-seryl-O-(3'-O-acetyl-6-N-allyloxycarbonyl-2'-deoxycytidyl-allyl-phosphato)-L-alanine allyl ester

N-phenylacetoxybenzyloxycarbonyl-L-prolyl-L-valinyl-L-seryl-O-(3'-O-acetyl-6-N-allyloxycarbonyl-2'-deoxycytidyl-allyl-phosphato)-L-alanine allyl ester

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