methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

Base Information

Chemical Name:methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate
CAS No.:510773-83-8
Molecular Formula:C₂₂H₃₆NO₅P
Molecular Weight:425.505
Hs Code.:

Synonyms:methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

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Chemical Property of methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

Chemical Property:

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Technology Process of methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

There total 7 articles about methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate 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:

: 67-56-1
methanol

: 510773-82-7
(4-{(R)-1-[(S)-1-Azido-2-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-2-oxo-ethyl]-4-oxo-butyl}-benzyl)-phosphonic acid di-tert-butyl ester

: 510773-83-8
methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

Guidance literature:: With hydrogen; palladium on activated charcoal; at 20 ℃; under 2068.59 Torr;
DOI:10.1016/S0040-4020(02)01421-7

Reference yield:

: 3-(3-(4-((bis(tert-butyl)phosphono)methyl)phenyl)prop-2-enoyl)-4(S)-benzyl-1,3-oxazolidin-2-one

: 510773-83-8
methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / CuBr*SMe₂ / tetrahydrofuran / 2.5 h / -78 °C

2.1: BH₃ / tetrahydrofuran / 1 h / 0 °C

2.2: 90 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 3 h / 20 °C

3.1: 82 percent / imidazole / dimethylformamide / 20 °C

4.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -78 °C

4.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C

5.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

6.1: oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

7.1: 17 mg / H₂ / 10 percent Pd-C / 20 °C / 2068.59 Torr

With 1H-imidazole; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; borane; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Michael addition / 6.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01421-7

Reference yield:

: 510773-80-5
(4S)-3-((3S)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hex-5-enoyl)-4-benzyl-1,3-oxazolidin-2-one

: 510773-83-8
methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: BH₃ / tetrahydrofuran / 1 h / 0 °C

1.2: 90 percent / NaBO₃*H₂O / tetrahydrofuran; H₂O / 3 h / 20 °C

2.1: 82 percent / imidazole / dimethylformamide / 20 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -78 °C

3.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C

4.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

5.1: oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

6.1: 17 mg / H₂ / 10 percent Pd-C / 20 °C / 2068.59 Torr

With 1H-imidazole; oxalyl dichloride; borane; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01421-7