dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

Base Information

Chemical Name:dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate
CAS No.:1335214-54-4
Molecular Formula:C₃₄H₄₅NO₈
Molecular Weight:595.733
Hs Code.:

Synonyms:dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

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Chemical Property of dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

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Technology Process of dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

There total 7 articles about dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate 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: 95.0%

: 1335214-48-6
dimethyl (4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-5,6-dihydro-4H-1,2-oxazin-3-yl]methyl]propanedioate

: 1335214-54-4
dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

Guidance literature:: With sodium cyanoborohydride; acetic acid; at 20 ℃; for 1.5h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo201331h

Reference yield:

: 193749-08-5
C₁₅H₁₉NO₄

: 1335214-54-4
dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tin(IV) chloride / dichloromethane / 0.17 h / -90 °C / Inert atmosphere

2.1: trimethylsilyl bromide; triethylamine / acetonitrile / 48 h / -30 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

3.2: 2 h / 50 - 60 °C

4.1: sodium cyanoborohydride; acetic acid / 1.5 h / 20 °C / Inert atmosphere

With trimethylsilyl bromide; tin(IV) chloride; sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; mineral oil;
DOI:10.1021/jo201331h

Reference yield:

: 1335214-42-0
(+)-(4S,6S)-4-(3-(cyclopentyloxy)-4-methoxyphenyl)-3-methyl-6-(((1S,2R)-2-phenylcyclohexyl)oxy)-5,6-dihydro-4H-1,2-oxazine-2-oxide

: 1335214-54-4
dimethyl (3S,4S,6S,7S,8R)-2-[4-[3-(cyclopentyloxy)-4-(methyloxy)phenyl-6-[(2-phenylcyclohexyl)oxy]-1,2-oxazinan-3-yl]methyl]propanedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl bromide; triethylamine / acetonitrile / 48 h / -30 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

2.2: 2 h / 50 - 60 °C

3.1: sodium cyanoborohydride; acetic acid / 1.5 h / 20 °C / Inert atmosphere

With trimethylsilyl bromide; sodium hydride; sodium cyanoborohydride; acetic acid; triethylamine; In tetrahydrofuran; acetonitrile; mineral oil;
DOI:10.1021/jo201331h