(R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Base Information

• Chemical Name: (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol
• CAS No.: 866850-47-7
• Molecular Formula: C₂₇H₃₈O₁₀
• Molecular Weight: 522.593
• Mol file: 866850-47-7.mol

Synonyms:(R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Chemical Property of (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

There total 3 articles about (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol 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:

(3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-5-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxymethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole (866850-45-5) → (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol (866850-47-7)

Guidance literature:

With acetic acid; In water; at 25 ℃; for 15h;

DOI:10.1021/jo050689w

Reference yield:

Methanesulfonic acid (3aR,5R,6R,6aR)-6-allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester (866850-43-3) → (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol (866850-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium bromide; NaOH / H₂O / 70 h / 70 °C

2: acetic acid / H₂O / 15 h / 25 °C

With sodium hydroxide; tetrabutylammomium bromide; acetic acid; In water;

DOI:10.1021/jo050689w

Reference yield:

((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol (197702-05-9) → (R)-1-[(3aR,5R,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol (866850-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 1 h / 25 °C

2: tetrabutylammonium bromide; NaOH / H₂O / 70 h / 70 °C

3: acetic acid / H₂O / 15 h / 25 °C

With sodium hydroxide; tetrabutylammomium bromide; acetic acid; triethylamine; In dichloromethane; water;

DOI:10.1021/jo050689w

upstream raw materials:

(3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-5-[(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxymethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Methanesulfonic acid (3aR,5R,6R,6aR)-6-allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol

Downstream raw materials:

(3aR,5S,6S,6aR)-6-((3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

(3aR,5R,6R,6aR)-6-Allyl-6-benzyloxy-5-[(3aR,5R,6S,6aR)-2,2-dimethyl-5-(2-nitro-ethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxymethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole