(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

Base Information

Chemical Name:(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate
CAS No.:1332585-31-5
Molecular Formula:C₂₅H₃₉NO₇
Molecular Weight:465.587
Hs Code.:

(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

Synonyms:(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

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Chemical Property of (3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

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Technology Process of (3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

There total 1 articles about (3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate 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: 72.0%

: 122079-41-8
(5S)-(D-menthyloxy)-2(5H)-furanone

: 324767-42-2
(2E,4E)-5-(tert-butoxycarbonylamino)penta-2,4-dienoic acid methyl ester

: 1332585-31-5
(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

Guidance literature:: With lithium hydroxide; In toluene; at 120 ℃; for 120h; stereoselective reaction; Sealed vessel;
DOI:10.1021/jo2012708

Reference yield:

: 1332585-31-5
(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

: 1332585-32-6
N-tert-butoxycarbonyl((1R,5R,6S)-4,5,6-tris(hydroxymethyl)-cyclohex-3-en-1-yl)amine

Guidance literature:: (3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate; With diisobutylaluminium hydride; In toluene; at -78 - 20 ℃; for 27h; Inert atmosphere;

With water; rochelle salt; In toluene; at 20 ℃; for 3h;
DOI:10.1021/jo2012708

Reference yield:

: 1332585-31-5
(3S,3aR,7R,7aS)-methyl 7-((tert-butoxycarbonyl)amino)-3-(((1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl)oxy)-1-oxo-1,3,3a,6,7,7a-hexahydroisobenzofuran-4-carboxylate

: 1332585-38-2
(+)-1-((1R,5R,6S)-4,5,6-tris(hydroxymethyl)cyclohex-3-en-1-yl)thymine

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / toluene / 27 h / -78 - 20 °C / Inert atmosphere

1.2: 3 h / 20 °C

2.1: pyridine; dmap / 24 h / 20 °C / Inert atmosphere

3.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / 0 °C / Inert atmosphere

4.1: N,N-dimethyl-formamide; benzene / 14 h / -15 - 20 °C

5.1: ammonium hydroxide; water / methanol / 24 h / 100 °C / Sealed vessel

With pyridine; dmap; ammonium hydroxide; trimethylsilyl trifluoromethanesulfonate; water; diisobutylaluminium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/jo2012708