[3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

Base Information

Chemical Name:[3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester
CAS No.:925706-74-7
Molecular Formula:C₂₉H₅₁N₂O₆P
Molecular Weight:554.707
Hs Code.:

[3-<i>tert</i>-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

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Chemical Property of [3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

Chemical Property:

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Technology Process of [3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

There total 10 articles about [3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic 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:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 925706-74-7
[3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: BF₃*Et₂O; TsOH / acetone / 2.5 h / 20 °C

2.1: 89 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 4 h / 20 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

4.2: 95 percent / tetrahydrofuran; hexane / -78 - 20 °C

5.1: 4.72 g / H₂ / Pd-C / ethanol / 72 h / 20 °C

6.1: 2,2,6,6-tetramethyl-1-piperidinyloxy; iodobenzenediacetate; NaHCO₃ / acetonitrile; H₂O / 3 h / 20 °C

7.1: 35 mg / PyBOP; ethyldiisopropylamine / CH₂Cl₂ / 12 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetone; acetonitrile; 3.1: Swern oxidation / 4.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2006.10.060

Reference yield:

: 95715-86-9,108149-60-6
(S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

: 925706-74-7
[3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 89 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 4 h / 20 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

3.2: 95 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: 4.72 g / H₂ / Pd-C / ethanol / 72 h / 20 °C

5.1: 2,2,6,6-tetramethyl-1-piperidinyloxy; iodobenzenediacetate; NaHCO₃ / acetonitrile; H₂O / 3 h / 20 °C

6.1: 35 mg / PyBOP; ethyldiisopropylamine / CH₂Cl₂ / 12 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; [bis(acetoxy)iodo]benzene; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetonitrile; 2.1: Swern oxidation / 3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2006.10.060

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 925706-74-7
[3-tert-butoxycarbonylamino-3-(4-decyl-phenylcarbamoyl)-propyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 95 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 4.72 g / H₂ / Pd-C / ethanol / 72 h / 20 °C

3.1: 2,2,6,6-tetramethyl-1-piperidinyloxy; iodobenzenediacetate; NaHCO₃ / acetonitrile; H₂O / 3 h / 20 °C

4.1: 35 mg / PyBOP; ethyldiisopropylamine / CH₂Cl₂ / 12 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; n-butyllithium; [bis(acetoxy)iodo]benzene; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetonitrile; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.bmc.2006.10.060