(8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

Base Information

Chemical Name:(8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione
CAS No.:173153-39-4
Molecular Formula:C₄₈H₅₉N₃O₇SSi
Molecular Weight:850.164
Hs Code.:

(8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

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Chemical Property of (8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

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Technology Process of (8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

There total 7 articles about (8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione 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: 27.0%

: C₄₈H₆₁N₃O₈SSi

: (8R,13R)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

: 173153-39-4
(8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jm1014023

Reference yield:

: 1275616-70-0
allyl 2-[(R)-2-[3-(2,2-dimethyl-[1,3]dioxan-5-yl)propionylamino]-2-(3-methyl-1,2,4-oxadiazol-5-yl)-ethylsulfanylmethyl]-3-[dimethyl(thexyl)silyloxy]-5-methoxy-6-methylbenzoate

: 173153-39-4
(8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / ethanol / 2 h / 20 °C / Inert atmosphere

2: pyridine / 17 h / 20 °C / Inert atmosphere

3: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

4: triphenylphosphine; diethylazodicarboxylate / toluene / 16 h / 20 °C / Inert atmosphere

With morpholine; pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jm1014023

Reference yield:

: 1275616-71-1
C₅₁H₆₅N₃O₈SSi

: 173153-39-4
(8R,13S)-4-[dimethyl(thexyl)silyloxy]-2-methoxy-1-methyl-8-(3-methyl-1,2,4-oxadiazol-5-yl)-13-trityloxymethyl-8,9,11,12,13,14-hexahydro-5H,7H-15-oxa-6-thia-9-azabenzocyclotetradecene-10,16-dione

Guidance literature:: Multi-step reaction with 2 steps

1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate / toluene / 16 h / 20 °C / Inert atmosphere

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene;
DOI:10.1021/jm1014023