(S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol

Base Information

• Chemical Name: (S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol
• CAS No.: 1184762-49-9
• Molecular Formula: C₂₇H₄₄O₅
• Molecular Weight: 448.643

Synonyms:(S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol

Chemical Property of (S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol

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Technology Process of (S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol

There total 2 articles about (S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-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: 97.0%

tert-butyl-((S)-2-{(4R,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-enyloxy)dimethylsilane (1184762-48-8) → (S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol (1184762-49-9)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; In acetonitrile; at 20 ℃;

DOI:10.1002/anie.200901740

Reference yield: 88.0%

(2S,3R,4R,5S,6S)-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-2-(4-methyl-pent-3-enyl)-heptane-1,3,5-triol (1209462-28-1) + 2,2-dimethoxy-propane (77-76-9) → (S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol (1184762-49-9)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.200901567

Reference yield: 86.0%

(S)-2-{(4R,5R,6S)-6-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-en-1-ol (1184762-49-9) → (R)-2-{(4R,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-enal (1184762-52-4)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; for 2h; Reflux;

DOI:10.1002/anie.200901740

upstream raw materials:

tert-butyl-((S)-2-{(4R,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-enyloxy)dimethylsilane

(2S,3R,4R,5S,6S)-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-2-(4-methyl-pent-3-enyl)-heptane-1,3,5-triol

2,2-dimethoxy-propane

Downstream raw materials:

(R)-2-{(4R,5R,6S)-6-[(S)-2-(4-methoxybenzyloxy)-1-methylethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-2,6-dimethylhept-5-enal

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