(2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol

Base Information

• Chemical Name: (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol
• CAS No.: 126365-78-4
• Molecular Formula: C₂₅H₃₈O₈
• Molecular Weight: 466.572
• Mol file: 126365-78-4.mol

Synonyms:

Chemical Property of (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol

There total 1 articles about (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol 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:

acetic anhydride (108-24-7) + (2S,3R,6R)-3-Ethyl-6-{(2S,5S)-5-[(2S,3R,5S,6S)-6-((S)-1-ethyl-2-hydroxy-butyl)-2-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-2-yloxy]-5-[(R)-2-hydroxy-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2-methyl-tetrahydro-pyran-3-ol (126365-76-2,126456-79-9) → (3R,5S,6S)-6-<(S)-2-acetoxy-1-ethylbutyl>-2-acetoxymethyl-3,5-dimethyltetrahydropyran-2-ol + (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol (126365-78-4)

Guidance literature:

With hydrogenchloride; dmap; triethylamine; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₂Cl₂, RT, 1 h, 2) RT, 2 h;

DOI:10.1248/cpb.37.1726

Reference yield: 97.0%

methanol (67-56-1) + (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol (126365-78-4) → Acetic acid (R)-2-[(S)-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-2-(4-methoxy-benzyloxy)-ethyl ester (126365-79-5)

Guidance literature:

With camphor-10-sulfonic acid; for 0.25h; Ambient temperature;

DOI:10.1248/cpb.37.1726

Reference yield:

(2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-acetoxy-1-(4-methoxybenzyloxy)ethyl>-5-hydroxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol (126365-78-4) → (2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-hydroxy-1-(4-methoxybenzyloxy)ethyl>-5-methoxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol (126365-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / CSA / 0.25 h / Ambient temperature

2: 100 percent / KOH / H₂O / 0.33 h / Ambient temperature

With potassium hydroxide; camphor-10-sulfonic acid; In water;

DOI:10.1248/cpb.37.1726

upstream raw materials:

acetic anhydride

(2S,3R,6R)-3-Ethyl-6-{(2S,5S)-5-[(2S,3R,5S,6S)-6-((S)-1-ethyl-2-hydroxy-butyl)-2-hydroxymethyl-3,5-dimethyl-tetrahydro-pyran-2-yloxy]-5-[(R)-2-hydroxy-1-(4-methoxy-benzyloxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2-methyl-tetrahydro-pyran-3-ol

Downstream raw materials:

Acetic acid (R)-2-[(S)-5-((2R,5R,6S)-5-ethyl-5-hydroxy-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-2-(4-methoxy-benzyloxy)-ethyl ester

(2S,3R,6R)-6-<(2S,5RS)-5-<(R)-1-2-hydroxy-1-(4-methoxybenzyloxy)ethyl>-5-methoxy-2-methyltetrahydrofuran-2-yl>-3-ethyl-2-methyltetrahydropyran-3-ol

(2S,3R,6R)-3-Ethyl-6-{(S)-5-methoxy-5-[(R)-1-(4-methoxy-benzyloxy)-2-(1-methoxy-1-methyl-ethoxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2-methyl-tetrahydro-pyran-3-ol

(2S,3R,6R)-3-Benzyloxy-3-ethyl-6-{(S)-5-methoxy-5-[(R)-1-(4-methoxy-benzyloxy)-2-(1-methoxy-1-methyl-ethoxy)-ethyl]-2-methyl-tetrahydro-furan-2-yl}-2-methyl-tetrahydro-pyran