(2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

Base Information

Chemical Name:(2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid
CAS No.:144236-07-7
Molecular Formula:C₁₅H₃₀NO₅P
Molecular Weight:335.381
Hs Code.:

Synonyms:(2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

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Technology Process of (2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

There total 24 articles about (2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic 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: 70.0%

: 144236-40-8
(2R,4R,5S)-α-<(Aminocarbonyl)amino>-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

: 144236-07-7
(2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

Guidance literature:: With hydrogenchloride; sodium nitrite;
DOI:10.1021/jo00077a058

Reference yield:

: 31139-02-3,31139-03-4,56124-48-2,88335-93-7,88335-94-8,93603-11-3
(1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid

: 144236-07-7
(2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / LiEt₃BH / tetrahydrofuran / Ambient temperature

2: DIBAL / toluene / 1 h / -45 - -35 °C

3: NaH / tetrahydrofuran; toluene / 1.) r.t., 1 h, 2.) 0 deg C, 30 min; 60 deg C, 4 h

4: 88 percent / pyridine-SO₃, Et₃N / dimethylsulfoxide / 4 h / Ambient temperature

5: 70 percent / LiOH*H₂O / aq. ethanol / 0 deg C, 1 h; r.t., 2 h

6: 95 percent / H₂ / Raney nickel / methanol / 48 h / 65 °C / 25857.4 Torr

7: D-hydantoinase

8: 70 percent / NaNO₂, aq. HCl

With hydrogenchloride; lithium hydroxide; D-hydantoinase; hydrogen; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; lithium triethylborohydride; triethylamine; sodium nitrite; nickel; In tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00077a058

Reference yield:

: 88586-06-5
(3aS,7aR)-3a,4,7,7a-tetrahydroisobenzofuran-1(3H)-one

: 144236-07-7
(2R,4R,5S)-α-Amino-2-<2'-(diethylphosphono)ethyl>cyclohexanepropionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: DIBAL / toluene / 1 h / -45 - -35 °C

2: NaH / tetrahydrofuran; toluene / 1.) r.t., 1 h, 2.) 0 deg C, 30 min; 60 deg C, 4 h

3: 88 percent / pyridine-SO₃, Et₃N / dimethylsulfoxide / 4 h / Ambient temperature

4: 70 percent / LiOH*H₂O / aq. ethanol / 0 deg C, 1 h; r.t., 2 h

5: 95 percent / H₂ / Raney nickel / methanol / 48 h / 65 °C / 25857.4 Torr

6: D-hydantoinase

7: 70 percent / NaNO₂, aq. HCl

With hydrogenchloride; lithium hydroxide; D-hydantoinase; hydrogen; sulfur trioxide pyridine complex; sodium hydride; diisobutylaluminium hydride; triethylamine; sodium nitrite; nickel; In tetrahydrofuran; methanol; ethanol; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00077a058