(S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

Base Information

Chemical Name:(S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid
CAS No.:112139-26-1
Molecular Formula:C₂₆H₃₄N₄O₁₀
Molecular Weight:562.577
Hs Code.:

(S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

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Chemical Property of (S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

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Technology Process of (S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

There total 4 articles about (S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic 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:

: 644-90-6,2187-07-7
2-aminooctanoic acid

: 112139-26-1
(S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / aq. NaOH / 3 h / 10 °C

2: 65 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, 17.0 h

3: 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide; H₂O / 20 h / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00398a027

Reference yield:

: 2623-82-7,70610-87-6
2-bromooctanoic acid

: 112139-26-1
(S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / ammonium hydroxide / 168 h / Ambient temperature

2: 68 percent / aq. NaOH / 3 h / 10 °C

3: 65 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, 17.0 h

4: 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide; H₂O / 20 h / Ambient temperature

With 4-methyl-morpholine; ammonium hydroxide; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00398a027

Reference yield:

: 76313-08-1
(+/-)-N-(benzyloxycarbonyl)-α-aminooctanoic acid

: 112139-26-1
(S)-((R)-2-Benzyloxycarbonylamino-octanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / dicyclohexylcarbodiimide / tetrahydrofuran / 1.) 0 deg C, 2 h, 2.) room temperature, 17.0 h

2: 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide; H₂O / 20 h / Ambient temperature

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00398a027