(4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one

Base Information

• Chemical Name: (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one
• CAS No.: 512781-93-0
• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.385

Synonyms:(4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one

Chemical Property of (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one

Chemical Property:

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Technology Process of (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one

There total 5 articles about (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one 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: 87.0%

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) + (4aR,7R,8R,8aS)-8-Hydroxy-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one (512781-92-9) → (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one (512781-93-0)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 0.333333h;

DOI:10.3987/com-01-s(m)6

Reference yield: 85.0%

2-(4-methoxybenzyloxy)-4-methylquinoline (937184-70-8) + (4aR,7R,8R,8aS)-8-Hydroxy-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one (512781-92-9) → 1,4-dimethylquinolin-2(1H)-one (2584-47-6) + (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one (512781-93-0)

Guidance literature:

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

DOI:10.1055/s-2008-1032132

Reference yield: 80.0%

2-(4-methoxybenzyloxy)-4-methylquinoline (937184-70-8) + (4aR,7R,8R,8aS)-8-Hydroxy-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one (512781-92-9) → (4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one (512781-93-0)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; benzene; at 27 ℃; for 50h; Inert atmosphere;

DOI:10.1135/cccc2008181

upstream raw materials:

O-(4-methoxybenzyl)-trichloroacetimidate

(4aR,7R,8R,8aS)-8-Hydroxy-2,2,7-trimethyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-6-one

2,3:4,6-Di-O-isopropylidene-D-mannopyranonolactone

(3aS,5aR,9aR,9bS)-2,2,3a,8,8-Pentamethyl-tetrahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-one

Downstream raw materials:

(4aR,7R,8R,8aS)-8-(4-Methoxy-benzyloxy)-2,2,7-trimethyl-6-methylene-hexahydro-pyrano[3,2-d][1,3]dioxine

C₁₅H₂₀O₆

Acetic acid (2R,3S,4R,5S,6R)-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-3-methyl-tetrahydro-pyran-2-ylmethyl ester

Acetic acid (2R,3S,4R,5S,6S)-5-(tert-butyl-dimethyl-silanyloxy)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3-methyl-tetrahydro-pyran-2-ylmethyl ester

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