2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester

Base Information

• Chemical Name: 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester
• CAS No.: 182193-40-4
• Molecular Formula: C₂₉H₄₄NO₆P
• Molecular Weight: 533.645

Synonyms:2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester

Chemical Property of 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester

Chemical Property:

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Technology Process of 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester

There total 3 articles about 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl 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:

ethyl 2-isobutylacrylate (87438-94-6) → 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester (182193-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) hexamethyldisilazane / 1) 110 deg C, 1 h, 2) 90 deg C, 4 h

2: Ag₂O / CHCl₃ / 1.33 h / Heating

With 1,1,1,3,3,3-hexamethyl-disilazane; silver(l) oxide; In chloroform;

DOI:10.1021/jo9603439

Reference yield:

[1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid (108327-37-3) → 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester (182193-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) hexamethyldisilazane / 1) 110 deg C, 1 h, 2) 90 deg C, 4 h

2: Ag₂O / CHCl₃ / 1.33 h / Heating

With 1,1,1,3,3,3-hexamethyl-disilazane; silver(l) oxide; In chloroform;

DOI:10.1021/jo9603439

Reference yield:

1-Adamantyl bromide (768-90-1) + 2-(ethyloxycarbonyl)-4-methylamyl-1-(N-benzyloxycarbonyl)aminoethylphosphinic acid (182193-38-0) → 2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid ethyl ester (182193-40-4)

Guidance literature:

With silver(l) oxide; In chloroform; for 1.33333h; Heating;

DOI:10.1021/jo9603439

upstream raw materials:

1-Adamantyl bromide

2-(ethyloxycarbonyl)-4-methylamyl-1-(N-benzyloxycarbonyl)aminoethylphosphinic acid

ethyl 2-isobutylacrylate

[1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid

Downstream raw materials:

2-[(Adamantan-1-yloxy)-(1-benzyloxycarbonylamino-ethyl)-phosphinoylmethyl]-4-methyl-pentanoic acid

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