2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol

Base Information

• Chemical Name: 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol
• CAS No.: 218435-16-6
• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.417
• Mol file: 218435-16-6.mol

Synonyms:2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol

Chemical Property of 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol

There total 3 articles about 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol 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: 91.0%

{(4R,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid methyl ester (218435-15-5) → 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol (218435-16-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

(3R,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methyl ester (218435-14-4) → 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol (218435-16-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / p-TsOH / acetone / 1 h / 0 °C

2: 91 percent / LAH / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;

DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

(5R,6R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-3-oxo-heptanoic acid methyl ester (218435-13-3) → 2-{(4S,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethanol (218435-16-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 24 h / -40 °C

2: 79 percent / p-TsOH / acetone / 1 h / 0 °C

3: 91 percent / LAH / tetrahydrofuran / 2 h / 0 °C

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; acetic acid; acetone; acetonitrile;

DOI:10.1016/S0040-4020(98)00889-8

upstream raw materials:

{(4R,6R)-6-[(R)-1-(4-Methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-acetic acid methyl ester

(3R,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methyl ester

(5R,6R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-3-oxo-heptanoic acid methyl ester