3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

Base Information

Chemical Name:3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose
CAS No.:380488-74-4
Molecular Formula:C₂₃H₃₂O₇
Molecular Weight:420.503
Hs Code.:

Synonyms:3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

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Chemical Property of 3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

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Technology Process of 3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

There total 1 articles about 3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose 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: 86.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 175877-45-9
3-C-allyl-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 380488-74-4
3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1021/jo010718c

Reference yield: 75.0%

: 380488-74-4
3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

: 380488-85-7
(R)-1-[(3aR,5R,6R,6aR)-6-Allyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

Guidance literature:: With 0.8percent H₂SO₄; In methanol; at 20 ℃; for 10h;
DOI:10.1021/jo010718c

Reference yield:

: 380488-74-4
3-C-allyl-1,2:5,6-di-O-isopropylidene-3-O-(4-methoxyphenylmethyl)-α-D-allofuranose

: 380488-83-5
[(1R,4R)-4-(6-Amino-purin-9-yl)-1-(4-methoxy-benzyloxy)-cyclopent-2-enyl]-methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 75 percent / 0.8percent H₂SO₄ / methanol / 10 h / 20 °C

2.1: Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

3.1: 64 percent / NaI / butan-2-one / 8 h / Heating

4.1: 80 percent / Grubbs' catalyst / CH₂Cl₂ / 6 h / 20 °C

5.1: 3.17 g / 0.4percent H₂SO₄ / dioxane / 2 h / Heating

6.1: NaIO₄; SiO₂ / CH₂Cl₂ / 1 h / 20 °C

6.2: 70 percent / NaBH₄ / methanol / 1 h / 20 °C

7.1: 69 percent / benzene / 4 h / Heating

8.1: 54 percent / Pd(PPh₃)4 / dimethylsulfoxide; tetrahydrofuran / 2 h / 45 °C

With dmap; sodium periodate; silica gel; triethylamine; sodium iodide; Grubbs catalyst first generation; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; butanone; benzene;
DOI:10.1021/jo010718c