(S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

Base Information

Chemical Name:(S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane
CAS No.:471923-76-9
Molecular Formula:C₂₆H₃₆O₇
Molecular Weight:460.568
Hs Code.:

Synonyms:(S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

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Chemical Property of (S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

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Technology Process of (S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

There total 1 articles about (S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane 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: 93.0%

: 156696-20-7
(2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol

: 7306-46-9
4-chloromethyl-1,2-dimethoxy-benzene

: 471923-76-9
(S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

Guidance literature:: (2S,3S)-2-(4-methoxybenzyloxy)-3,4-O-(3-pentylidene)-1,3,4-butanetriol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

4-chloromethyl-1,2-dimethoxy-benzene; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Further stages.;
DOI:10.1021/ja020635t

Reference yield: 91.0%

: 471923-76-9
(S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

: 471923-77-0
(2S,3S)-4-(3,4-Dimethoxy-benzyloxy)-3-(4-methoxy-benzyloxy)-butane-1,2-diol

Guidance literature:: With sulfuric acid; In methanol; at 20 ℃; for 16h;
DOI:10.1021/ja020635t

Reference yield:

: 471923-76-9
(S)-4-[(S)-2-(3,4-Dimethoxy-benzyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-diethyl-[1,3]dioxolane

: (R)-[(2E,8E,10Z,14E)-(1R,5S,13R,17R)-13-(tert-Butyl-dimethyl-silanyloxy)-3,11-dimethyl-19-methylene-7-oxo-6,21-dioxa-bicyclo[15.3.1]henicosa-2,8,10,14-tetraen-5-yl]-(4-methoxy-benzyloxy)-acetaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 91 percent / aq.H₂SO₄ / methanol / 16 h / 20 °C

2.1: PPh₃; DEAD / benzene / 0.25 h / 0 °C

2.2: 88 percent / 0.17 h / 150 °C / 1 Torr

3.1: t-BuLi / diethyl ether; pentane / -78 - -45 °C

3.2: 2-thienylcyanocuprate / diethyl ether; tetrahydrofuran; pentane / -78 - 45 °C

3.3: 72 percent / diethyl ether; tetrahydrofuran; pentane / 1.75 h / -45 - 0 °C

4.1: 99 percent / PPh₃; DEAD / benzene / 20 °C

5.1: 75 percent / HF*pyridine / tetrahydrofuran / 4 h / 20 °C

6.1: 93 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 0.75 h / 20 °C

7.1: 66 percent / NaHMDS / tetrahydrofuran / -78 - 0 °C

8.1: 67 percent / DDQ; H₂O / CH₂Cl₂ / 0.5 h / 0 °C

9.1: Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 20 °C

With pyridine; sulfuric acid; water; tert.-butyl lithium; sodium hexamethyldisilazane; Dess-Martin periodane; pyridine hydrogenfluoride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane; benzene; 2.1: Mitsunobu reaction / 4.1: Mitsunobu reaction / 7.1: Horner-Wadsworth-Emmons macrocyclization;
DOI:10.1021/ja020635t