Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester

Base Information

• Chemical Name: Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester
• CAS No.: 853245-48-4
• Molecular Formula: C₃₉H₅₇N₃O₁₃Si₂
• Molecular Weight: 832.065

Synonyms:Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester

Chemical Property of Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester

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Technology Process of Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester

There total 2 articles about Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl 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: 82.0%

N-{1-[(2R,3R,3aR,9aR)-3-(2,3-Dihydroxy-propoxy)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide (176747-26-5) + Allyl chloroformate (2937-50-0) → Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester (853245-48-4)

Guidance literature:

With triethylamine; In dichloromethane; at 4 ℃; for 1h;

DOI:10.1016/j.tetlet.2005.03.056

Reference yield:

N-[1-((2R,3R,3aR,9aR)-3-Allyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide → Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester (853245-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / OsO₄; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O / 1 h

2: 82 percent / Et₃N / CH₂Cl₂ / 1 h / 4 °C

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.tetlet.2005.03.056

Reference yield: 91.0%

Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-propyl ester (853245-48-4) → Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-propyl ester (853245-50-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h;

DOI:10.1016/j.tetlet.2005.03.056

upstream raw materials:

N-{1-[(2R,3R,3aR,9aR)-3-(2,3-Dihydroxy-propoxy)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide

Allyl chloroformate

Downstream raw materials:

Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-propyl ester

Carbonic acid allyl ester 2-allyloxycarbonyloxy-3-{(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-3-yloxy}-propyl ester

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