(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

Base Information

Chemical Name:(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone
CAS No.:350817-30-0
Molecular Formula:C₃₉H₆₅N₃O₈
Molecular Weight:703.96
Hs Code.:

(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

Synonyms:(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

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Chemical Property of (3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

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Technology Process of (3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

There total 28 articles about (3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone 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: 47.0%

: (2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid; compound with trifluoro-acetic acid

: 350817-30-0
(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 18h;
DOI:10.1021/jo050625l

Reference yield:

: 467224-49-3
N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2S,3S)-2,4-dihydroxy-1,3-dimethylbutyl]tetradecyl ester

: 350817-30-0
(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 100 percent / CH₂Cl₂ / 1 h / 0 °C

4: 47 percent / diethyl cyanophosphonate; triethylamine / dimethylformamide / 18 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diethyl cyanophosphonate; sodium hydrogencarbonate; triethylamine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo050625l

Reference yield:

: 467224-48-2
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-[(S)-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

: 350817-30-0
(3S,6S,9S,12R,13R,14R,15R)-3-Benzyloxymethyl-13-hydroxy-6-((R)-1-hydroxy-ethyl)-9-isopropyl-12,14-dimethyl-15-tridecyl-1-oxa-4,7,10-triaza-cyclopentadecane-2,5,8,11-tetraone

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / AcOH / H₂O; tetrahydrofuran / 18 h / 25 °C

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

3: 2-methyl-2-butene; NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 0.17 h / 25 °C

4: 100 percent / CH₂Cl₂ / 1 h / 0 °C

5: 47 percent / diethyl cyanophosphonate; triethylamine / dimethylformamide / 18 h / 25 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diethyl cyanophosphonate; sodium hydrogencarbonate; acetic acid; triethylamine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo050625l