(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

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Chemical Name:(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester
CAS No.:867156-52-3
Molecular Formula:C₃₁H₅₁N₃O₁₀
Molecular Weight:625.76
Hs Code.:

(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

Synonyms:(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

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Chemical Property of (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

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Technology Process of (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

There total 5 articles about (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester 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: 99.0%

: 867156-51-2
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (S)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propyl ester

: 867156-52-3
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 25 ℃; for 18h;
DOI:10.1021/jo050628y

Reference yield:

: 867156-49-8
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (S)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propyl ester

: 867156-52-3
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Pd/C-ethylenediamine complex / methanol / 0.5 h / 25 °C

2: 136 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

3: 99 percent / AcOH / H₂O; tetrahydrofuran / 18 h / 25 °C

With hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; ethylenediamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y

Reference yield:

: 115181-73-2
(2S,3R,4S)-3,5-isopropylidenedioxy-2,4-dimethylpentanol

: 867156-52-3
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / 4-DMAP; EDCI / CH₂Cl₂ / 1 h / 0 °C

2: H₂ / Pd/C-ethylenediamine complex / methanol / 0.5 h / 25 °C

3: 136 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

4: 99 percent / AcOH / H₂O; tetrahydrofuran / 18 h / 25 °C

With dmap; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; ethylenediamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y