(R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester

Base Information

• Chemical Name: (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester
• CAS No.: 332113-62-9
• Molecular Formula: C₂₄H₃₀NO₆P
• Molecular Weight: 459.479

Synonyms:(R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester

Chemical Property of (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester

Chemical Property:

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Technology Process of (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester

There total 3 articles about (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid 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: 94.0%

tert-butyl 2-(bromomethyl)acrylate (53913-96-5) + (R)-<1-<(Benzyloxycarbonyl)amino>-2-phenylethyl>phosphonous acid → (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester (332113-62-9)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; at 110 ℃; for 3h;

DOI:10.1021/jm0308491

Reference yield:

((R)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)phosphinic acid (118636-74-1) → (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester (332113-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

2: CH₂Cl₂ / 24 h / 20 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/ol0069103

Reference yield:

tert-butyl 2-(bromomethyl)acrylate (53913-96-5) + C6H5CH2CO2NHC6H5CH2PO2CH(Si(CH3)3)2 → (R)-2-[(1-benzyloxycarbonylamino-2-phenylethyl)hydroxyphosphinoylmethyl]acrylic acid tert-butyl ester (332113-62-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ol0069103

upstream raw materials:

tert-butyl 2-(bromomethyl)acrylate

((R)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)phosphinic acid

Downstream raw materials:

[(R),(S)]-(1-benzyloxycarbonylamino-2-phenylethyl){2-[1-carbamoyl-2-(1H-indol-3-yl)ethylcarbamoyl]allyl}phosphinic acid

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