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

Base Information

Chemical Name:(2R,3R,4R,5R)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-2-ethyl-3-hydroxy-4-methyl-octadecanoic acid
CAS No.:867155-98-4
Molecular Formula:C₄₅H₇₇N₃O₁₁
Molecular Weight:836.12
Hs Code.:

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

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

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

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

There total 9 articles about (2R,3R,4R,5R)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-2-ethyl-3-hydroxy-4-methyl-octadecanoic 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:

: 867155-97-3
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2R,3R)-3-formyl-2-hydroxy-1-methyl-pentyl)-tetradecyl ester

: 867155-98-4
(2R,3R,4R,5R)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-2-ethyl-3-hydroxy-4-methyl-octadecanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 25 ℃; for 0.166667h;
DOI:10.1021/jo050628y

Reference yield:

: 867155-84-8
(2S,3R)-2-((4S,5S)-5-Ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-hexadecan-3-ol

: 867155-98-4
(2R,3R,4R,5R)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-2-ethyl-3-hydroxy-4-methyl-octadecanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1.5 h / 0 °C

1.2: 70 percent / 4-DMAP / tetrahydrofuran; toluene / 0 - 25 °C

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

3.1: 99 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

4.1: 81 percent / AcOH / tetrahydrofuran; H₂O / 18 h / 25 °C

5.1: TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 0 °C

6.1: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 0.17 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 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

Reference yield:

: 867155-80-4
(2S,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-ethyl-4-methyl-octadecane-1,3-diol

: 867155-98-4
(2R,3R,4R,5R)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-2-ethyl-3-hydroxy-4-methyl-octadecanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 93 percent / CSA / dimethylformamide / 0.5 h / 25 °C

2.1: 280 mg / TBAF / tetrahydrofuran / 96 h / 25 °C

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1.5 h / 0 °C

3.2: 70 percent / 4-DMAP / tetrahydrofuran; toluene / 0 - 25 °C

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

5.1: 99 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

6.1: 81 percent / AcOH / tetrahydrofuran; H₂O / 18 h / 25 °C

7.1: TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 1 h / 0 °C

8.1: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 0.17 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 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