(2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

Base Information

Chemical Name:(2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid
CAS No.:510773-78-1
Molecular Formula:C₃₆H₄₄NO₇P
Molecular Weight:633.722
Hs Code.:

Synonyms:(2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

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Chemical Property of (2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

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Technology Process of (2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

There total 9 articles about (2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid 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:

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

: 510773-78-1
(2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 9 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

8.1: NaOH / dioxane; H₂O / 2 h / 0 °C

9.1: 12 mg / dry ice / dioxane; H₂O / 20 °C

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; Methamphetamin; borane; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; 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

: 510773-78-1
(2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 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

7.1: NaOH / dioxane; H₂O / 2 h / 0 °C

8.1: 12 mg / dry ice / dioxane; H₂O / 20 °C

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; Methamphetamin; borane; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01421-7

Reference yield:

: 510773-81-6
(4S)-3-((3S)-6-hydroxy-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)hexanoyl)-4-benzyl-1,3-oxazolidin-2-one

: 510773-78-1
(2S,3R)-1-((fluoren-9-ylmethyl)oxycarbonyl)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / imidazole / dimethylformamide / 20 °C

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

2.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C

3.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

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

5.1: 17 mg / H₂ / 10 percent Pd-C / 20 °C / 2068.59 Torr

6.1: NaOH / dioxane; H₂O / 2 h / 0 °C

7.1: 12 mg / dry ice / dioxane; H₂O / 20 °C

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; Methamphetamin; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01421-7