(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

Base Information

Chemical Name:(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
CAS No.:866850-49-9
Molecular Formula:C₂₆H₃₄O₉
Molecular Weight:490.551
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 4 articles about (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 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: 98.0%

: 866850-47-7
(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

: 866850-49-9
(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

Guidance literature:: With sodium periodate; In methanol; water; at 25 ℃; for 2h;
DOI:10.1021/jo050689w

Reference yield:

: 866850-43-3
Methanesulfonic acid (3aR,5R,6R,6aR)-6-allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

: 866850-49-9
(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

Guidance literature:: Multi-step reaction with 3 steps

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

2: acetic acid / H₂O / 15 h / 25 °C

3: 98 percent / NaIO₄ / methanol; H₂O / 2 h / 25 °C

With sodium hydroxide; sodium periodate; tetrabutylammomium bromide; acetic acid; In methanol; water;
DOI:10.1021/jo050689w

Reference yield:

: 866850-45-5
(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

: 866850-49-9
(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

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid / H₂O / 15 h / 25 °C

2: 98 percent / NaIO₄ / methanol; H₂O / 2 h / 25 °C

With sodium periodate; acetic acid; In methanol; water;
DOI:10.1021/jo050689w