(2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

Base Information

Chemical Name:(2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol
CAS No.:455952-04-2
Molecular Formula:C₂₉H₄₄O₁₅
Molecular Weight:632.659
Hs Code.:

Synonyms:(2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

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Chemical Property of (2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

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Technology Process of (2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

There total 5 articles about (2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol 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: 53.0%

: 120677-47-6
1,3,5-tris(methoxymethoxy)benzene

: 1026679-32-2
(2R,3S)-2,3-bis(methoxymethoxy)-3-[3',4'-bis(methoxymethoxy)phenyl]propionaldehyde

: 455952-04-2
(2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

Guidance literature:: 1,3,5-tris(methoxymethoxy)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at 50 ℃; for 2h;

(2R,3S)-2,3-bis(methoxymethoxy)-3-[3',4'-bis(methoxymethoxy)phenyl]propionaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;
DOI:10.1016/S0957-4166(02)00182-9

Reference yield:

: 3843-74-1,67667-67-8
Methyl caffeate

: 455952-04-2
(2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 99 percent / NaH / dimethylformamide / 1 h / 20 °C

2.1: 100 percent / AD-mix-α; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 5 h / 20 °C

3.1: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 0 - 20 °C

4.1: 87 percent / DIBAL-H / toluene / 1 h / -78 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 50 °C

5.2: 53 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

With AD-mix-α; n-butyllithium; methanesulfonamide; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 2.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/S0957-4166(02)00182-9

Reference yield:

: 114590-76-0
(E)-methyl 3-(3,4-bis(methoxymethoxy)phenyl)acrylate

: 455952-04-2
(2S,3S)-3-[3'',4''-bis(methoxymethoxy)]phenyl-2,3-bis(methoxymethoxy)-1-[2',4',6'-tris(methoxymethoxy)phenyl]propanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / AD-mix-α; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 5 h / 20 °C

2.1: 89 percent / i-Pr₂NEt / CH₂Cl₂ / 0 - 20 °C

3.1: 87 percent / DIBAL-H / toluene / 1 h / -78 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 50 °C

4.2: 53 percent / tetrahydrofuran; hexane / 0.17 h / -78 °C

With AD-mix-α; n-butyllithium; methanesulfonamide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/S0957-4166(02)00182-9