(1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

Base Information

Chemical Name:(1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol
CAS No.:906098-23-5
Molecular Formula:C₁₄H₁₆O₆
Molecular Weight:280.277
Hs Code.:

Synonyms:(1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

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Chemical Property of (1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

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Technology Process of (1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

There total 12 articles about (1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol 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%

: 674325-99-6
6-((1S,4S,5R,6R)-4,5,6-tri(benzyloxy)cyclohex-2-enyl)-4-methoxybenzo[d][1,3]dioxole

: 906098-23-5
(1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; at -78 ℃; for 0.00416667h;
DOI:10.1021/jo0607562

Reference yield: 76.0%

: 906098-22-4
6-((1S,4S,5R,6S)-4,5,6-tris(methoxymethoxy)cyclohex-2-enyl)-4-methoxybenzo[d][1,3]dioxole

: 906098-23-5
(1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

Guidance literature:: With hydrogenchloride; In methanol; at 60 ℃; for 3h;
DOI:10.1021/jo0607562

Reference yield:

: 906098-14-4
methyl (2E,4R,5R,6S)-4,5,6-tris(methoxymethoxy)-2,7-octadienoate

: 906098-23-5
(1R,2R,3S,6R)-6-(4-methoxybenzo[d][1,3]dioxol-6-yl)-4-cyclohexene-1,2,3-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: Mg / tetrahydrofuran / Heating

1.2: CuI / tetrahydrofuran / 0.5 h / -20 °C

1.3: 76 percent / Me₃SiCl / tetrahydrofuran / -78 - 20 °C

2.1: 90.2 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

3.1: Bu₃P / tetrahydrofuran / 20 °C

4.1: 0.066 g / aq. H₂O₂ / tetrahydrofuran / 20 °C

5.1: 97.1 percent / DMSO / (Cy₃P)2(PhCH=)RuCl₂ / CH₂Cl₂

6.1: 76 percent / aq. HCl / methanol / 3 h / 60 °C

With hydrogenchloride; lithium aluminium tetrahydride; tributylphosphine; dihydrogen peroxide; magnesium; dimethyl sulfoxide; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo0607562