(R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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:(R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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.:100683-02-1
Molecular Formula:C₂₈H₃₀N₄O₁₀
Molecular Weight:582.567
Hs Code.:

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

Synonyms:(R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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 (R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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 (R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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 9 articles about (R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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: 69.0%

: 100682-91-5
1-<5'-(L-carbobenzyloxyphenylalanylmethylamino)-5'-deoxy-α-L-talo-furanosyluronic acid>uracil

: 100683-02-1
(R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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:: With acetic acid; for 1h; Heating;
DOI:10.1021/jo00362a027

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

: 100683-02-1
(R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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: methanol / 18 h / 25 °C

2: acetic acid / H₂O / 5 h

3: 39 percent / nitrosulfuric acid / CH₂Cl₂ / 0.5 h

4: 69 percent / 50 percent aq. HOAc / 1 h / Heating

With nitrosulfuric acid; acetic acid; In methanol; dichloromethane; water;
DOI:10.1021/jo00362a027

Reference yield:

: 34311-30-3
2',3'-O-cyclohexylideneuridine 5'-aldehyde

: 100683-02-1
(R)-[((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-methyl-amino]-[(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 5 steps

1: 78 percent / 3A sieves / tetrahydrofuran / 2 h / Ambient temperature

2: methanol / 18 h / 25 °C

3: acetic acid / H₂O / 5 h

4: 39 percent / nitrosulfuric acid / CH₂Cl₂ / 0.5 h

5: 69 percent / 50 percent aq. HOAc / 1 h / Heating

With 3 A molecular sieve; nitrosulfuric acid; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00362a027