(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

Base Information

Chemical Name:(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole
CAS No.:1580541-73-6
Molecular Formula:C₂₀H₂₃NO₈S₂
Molecular Weight:469.537
Hs Code.:

Synonyms:(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

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Chemical Property of (2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

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Technology Process of (2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

There total 8 articles about (2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole 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: 92.0%

: 1580541-72-5
(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylthio}-1,3-benzothiazole

: 1580541-73-6
(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1002/ejoc.201301269 DOI:10.1002/ejoc.201301269

Reference yield:

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 1580541-73-6
(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 10 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 1 h / 0 °C

3.1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 - 0 °C

4.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 10 h / 0 - 20 °C

5.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 12 h / 0 °C

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / -78 °C

With methanesulfonamide; AD-mix-α; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene; mineral oil; tert-butyl alcohol; 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201301269

Reference yield:

: C₂₀H₂₁NO₄S₂

: 1580541-73-6
(2'R,3'S)-2-{3'-[2'',5''-bis(methoxymethoxy)phenyl]-2',3'-dihydroxyprop-2-enylsulfonyl}-1,3-benzothiazole

Guidance literature:: C₂₀H₂₁NO₄S₂; With methanesulfonamide; (DHQ)₂PHAL; In water; tert-butyl alcohol; at 0 ℃;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃;
DOI:10.1016/j.ejmech.2016.11.015