(2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

Base Information

Chemical Name:(2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate
CAS No.:944455-58-7
Molecular Formula:C₂₄H₃₄O₉
Molecular Weight:466.529
Hs Code.:

Synonyms:(2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

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Chemical Property of (2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

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Technology Process of (2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

There total 2 articles about (2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate 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: 93.0%

: 944455-57-6
(2S,3S,4aR,5R,6S,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-ol

: 88920-24-5
p-methoxybenzyloxy acetic acid

: 944455-58-7
(2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; at 0 - 4 ℃; for 24.5h;
DOI:10.1016/j.tet.2007.02.126

Reference yield:

: 931095-12-4
(2S,3S,4aR,5S,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5-tetrahydrobenzo[b][1,4]dioxin-6(8aH)-one

: 944455-58-7
(2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CeCl₃; NaBH₄ / methanol / 0.25 h / 0 °C

2: 93 percent / Ph₃P; DEAD / CH₂Cl₂; tetrahydrofuran / 24.5 h / 0 - 4 °C

With sodium tetrahydroborate; cerium(III) chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; 2: Mitsunobu reaction;
DOI:10.1016/j.tet.2007.02.126

Reference yield: 91.0%

: 944455-58-7
(2S,3S,4aR,5R,6R,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5,6,8a-hexahydrobenzo[b][1,4]dioxin-6-yl 2-((4-methoxybenzyl)oxy)acetate

: 944455-59-8
C₂₄H₃₄O₉

Guidance literature:: With chloro-trimethyl-silane; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2.5h;
DOI:10.1016/j.tet.2007.02.126