(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

Base Information

Chemical Name:(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane
CAS No.:96918-69-3
Molecular Formula:C₄₀H₆₄O₁₀
Molecular Weight:704.942
Hs Code.:

(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

Synonyms:(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

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Chemical Property of (2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

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Technology Process of (2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

There total 6 articles about (2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane 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: 58.3%

: C₅₂H₇₆O₁₁

: 96918-69-3
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 50 ℃; for 6h;

Reference yield:

: 15562-19-3,28316-68-9
9S-Dihydroerythronolide A aglycon

: 96918-69-3
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

Guidance literature:: Multi-step reaction with 6 steps

1: 83.7 percent / CSA / CH₂Cl₂ / 20 h / Ambient temperature

2: 90.6 percent / CSA / acetone / 2.5 h / 20 °C

3: 97.6 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

4: 98.5 percent / CSA / acetone / 0.17 h / Ambient temperature

5: 1.) 50 percent NaH, DMSO / 1.) THF, 1h, rt; 2.) THF, 50 deg C, 110 min

6: 58.3 percent / 0.4M-HCl / tetrahydrofuran / 6 h / 50 °C

With hydrogenchloride; lithium aluminium tetrahydride; camphor-10-sulfonic acid; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; acetone;

Reference yield:

: 96918-56-8
5,6-O-<1-(4-methoxyphenyl)ethylidene>dihydroerythronolide A

: 96918-69-3
(2S,3R,4S,5R,6R,8R,9S,10S,11R,12R,13R)-1,3,5,6-tetrahydroxy-11,12-isopropylidenedioxy-9,13-bis(4-methoxybenzyloxy)-2,4,6,8,10,12-hexymethylpentadecane

Guidance literature:: Multi-step reaction with 5 steps

1: 90.6 percent / CSA / acetone / 2.5 h / 20 °C

2: 97.6 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: 98.5 percent / CSA / acetone / 0.17 h / Ambient temperature

4: 1.) 50 percent NaH, DMSO / 1.) THF, 1h, rt; 2.) THF, 50 deg C, 110 min

5: 58.3 percent / 0.4M-HCl / tetrahydrofuran / 6 h / 50 °C

With hydrogenchloride; lithium aluminium tetrahydride; camphor-10-sulfonic acid; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; acetone;