2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

Base Information

Chemical Name:2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester
CAS No.:686287-73-0
Molecular Formula:C₂₆H₄₂NO₈P
Molecular Weight:527.595
Hs Code.:

2-(benzyl-hydroxy-phosphinoylmethyl)-4-<i>tert</i>-butoxycarbonylamino-pentanedioic acid di-<i>tert</i>-butyl ester

Synonyms:2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

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Chemical Property of 2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

Chemical Property:

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Technology Process of 2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

There total 6 articles about 2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-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:

: 24424-99-5
di-tert-butyl dicarbonate

: 686287-73-0
2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / CH₂Cl₂ / 24 h / 20 °C

2.1: 70 percent / bis(trimethylsilyl) phosphonyte / CH₂Cl₂ / 24 h / 20 °C

3.1: TMSCl; Et₃N / CH₂Cl₂ / 1 h / 0 °C

3.2: 40 percent / CH₂Cl₂ / 4 h / 20 °C

With chloro-trimethyl-silane; bis(trimethylsilyl) phosphonate; triethylamine; In dichloromethane;
DOI:10.1016/j.tetasy.2004.01.006

Reference yield:

: 53913-96-5
tert-butyl 2-(bromomethyl)acrylate

: 686287-73-0
2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: MeMgBr / tetrahydrofuran; diethyl ether

1.2: LDA / tetrahydrofuran; diethyl ether; hexane / 0.5 h / -90 °C

1.3: 72 percent / tetrahydrofuran; diethyl ether; H₂O / 22 h / -90 - -30 °C

2.1: 77 percent / citric acid / tetrahydrofuran; H₂O / 96 h / 20 °C

3.1: 90 percent / CH₂Cl₂ / 24 h / 20 °C

4.1: 70 percent / bis(trimethylsilyl) phosphonyte / CH₂Cl₂ / 24 h / 20 °C

5.1: TMSCl; Et₃N / CH₂Cl₂ / 1 h / 0 °C

5.2: 40 percent / CH₂Cl₂ / 4 h / 20 °C

With chloro-trimethyl-silane; bis(trimethylsilyl) phosphonate; methylmagnesium bromide; triethylamine; citric acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tetasy.2004.01.006

Reference yield:

: 136520-15-5
1,1-dimethylethyl N-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene]glycinate

: 686287-73-0
2-(benzyl-hydroxy-phosphinoylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: MeMgBr / tetrahydrofuran; diethyl ether

1.2: LDA / tetrahydrofuran; diethyl ether; hexane / 0.5 h / -90 °C

1.3: 72 percent / tetrahydrofuran; diethyl ether; H₂O / 22 h / -90 - -30 °C

2.1: 77 percent / citric acid / tetrahydrofuran; H₂O / 96 h / 20 °C

3.1: 90 percent / CH₂Cl₂ / 24 h / 20 °C

4.1: 70 percent / bis(trimethylsilyl) phosphonyte / CH₂Cl₂ / 24 h / 20 °C

5.1: TMSCl; Et₃N / CH₂Cl₂ / 1 h / 0 °C

5.2: 40 percent / CH₂Cl₂ / 4 h / 20 °C

With chloro-trimethyl-silane; bis(trimethylsilyl) phosphonate; methylmagnesium bromide; triethylamine; citric acid; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tetasy.2004.01.006