(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

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Chemical Name:(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid
CAS No.:867156-54-5
Molecular Formula:C₃₁H₄₉N₃O₁₁
Molecular Weight:639.744
Hs Code.:

(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

Synonyms:(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

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Chemical Property of (2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

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Technology Process of (2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

There total 7 articles about (2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic 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: 90.0%

: 867156-53-4
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (2S,3R,4R)-3-hydroxy-2,4-dimethyl-5-oxo-pentyl ester

: 867156-54-5
(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 25 ℃; for 0.25h;
DOI:10.1021/jo050628y

Reference yield:

: 867156-50-1
(S)-2-Amino-3-benzyloxy-propionic acid (S)-2-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propyl ester

: 867156-54-5
(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 136 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

2: 99 percent / AcOH / H₂O; tetrahydrofuran / 18 h / 25 °C

3: 97 percent / TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 1.5 h / 0 °C

4: 90 percent / 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O / 0.25 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
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

: 867156-54-5
(2R,3R,4S)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 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

4: 97 percent / TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 1.5 h / 0 °C

5: 90 percent / 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O / 0.25 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; palladium on activated charcoal; sodium hydrogencarbonate; ethylenediamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo050628y