methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

Base Information

Chemical Name:methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate
CAS No.:308278-20-8
Molecular Formula:C₁₈H₂₈O₈
Molecular Weight:372.416
Hs Code.:

Synonyms:methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

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Chemical Property of methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

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Technology Process of methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

There total 3 articles about methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate 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: 70.0%

: 308278-19-5
1-tert-butyl 10-methyl (S)-6-methoxycarbonyl-6-methyl-3,7-dioxodecanedioate

: 308278-20-8
methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

Guidance literature:: With N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; methanol; for 0.333333h; Heating;
DOI:10.1002/1099-0690(200009)2000:18<3165::AID-EJOC3165>3.0.CO;2-7

Reference yield:

: 65475-77-6
dimethyl 2-methyl-3-oxo-adipate

: 308278-20-8
methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / p-toluenesulfonic acid / toluene / 12 h / Heating

2.1: ZnCl₂; hydroquinone / tetrahydrofuran / 2 h / 0 °C

2.2: 78 percent / acetic acid; H₂O

3.1: 70 percent / Triton B / tetrahydrofuran; methanol / 0.33 h / Heating

With N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; hydroquinone; zinc(II) chloride; In tetrahydrofuran; methanol; toluene; 1.1: Condensation / 2.1: Addition / 2.2: Hydrolysis / 3.1: Cyclization;
DOI:10.1002/1099-0690(200009)2000:18<3165::AID-EJOC3165>3.0.CO;2-7

Reference yield:

: 308278-16-2
dimethyl (S,Z)-2-methyl-3-(1-phenylethylamino)hex-2-enedioate

: 308278-20-8
methyl (1S,3S,4R)-4-tert-(butoxycarbonyl)methyl-4-hydroxy-3-(methoxycarbonyl)methyl-1-methyl-2-oxocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: ZnCl₂; hydroquinone / tetrahydrofuran / 2 h / 0 °C

1.2: 78 percent / acetic acid; H₂O

2.1: 70 percent / Triton B / tetrahydrofuran; methanol / 0.33 h / Heating

With N-benzyl-trimethylammonium hydroxide; hydroquinone; zinc(II) chloride; In tetrahydrofuran; methanol; 1.1: Addition / 1.2: Hydrolysis / 2.1: Cyclization;
DOI:10.1002/1099-0690(200009)2000:18<3165::AID-EJOC3165>3.0.CO;2-7