(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

Base Information

Chemical Name:(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester
CAS No.:894778-92-8
Molecular Formula:C₃₅H₃₈NO₈P
Molecular Weight:631.662
Hs Code.:

Synonyms:(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

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Chemical Property of (RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

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Technology Process of (RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

There total 5 articles about (RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl 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: 87.0%

: 2-[(adamantan-1-yloxy)-(1-benzyloxycarbonylamino-2-phenyl-ethyl)-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

: 894778-92-8
(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol060575m

Reference yield:

: 105-53-3
diethyl malonate

: 894778-92-8
(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 60 percent / acetic acid / Cu(OAc)2 / 3 h / Heating

2.1: 1,1,1,3,3,3-hexamethyldisilazane / 1 h / 110 °C

2.2: 77 percent / 3 h / 110 °C

3.1: 72 percent / Ag₂O / CHCl₃ / 4 h / Heating

4.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

4.2: 61 percent / tetrahydrofuran / 24 h / 20 °C

5.1: 87 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

With sodium hydride; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; silver(l) oxide; copper diacetate; In tetrahydrofuran; dichloromethane; chloroform; 1.1: Knoevenagel condensation;
DOI:10.1021/ol060575m

Reference yield:

: 894778-80-4
(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-malonic acid diethyl ester

: 894778-92-8
(RS)-2-[(1-benzyloxycarbonylamino-2-phenyl-ethyl)-hydroxy-phosphinoylmethyl]-2-naphthalen-2-ylmethyl-malonic acid diethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 72 percent / Ag₂O / CHCl₃ / 4 h / Heating

2.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

2.2: 61 percent / tetrahydrofuran / 24 h / 20 °C

3.1: 87 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

With sodium hydride; trifluoroacetic acid; silver(l) oxide; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/ol060575m