3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Base Information

Chemical Name:3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose
CAS No.:799280-87-8
Molecular Formula:C₂₃H₃₂O₇
Molecular Weight:420.503
Hs Code.:

Synonyms:3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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Chemical Property of 3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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Technology Process of 3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

There total 3 articles about 3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-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: 95.0%

: 100-39-0
benzyl bromide

: 799281-00-8
3-C-[(R)-1-hydroxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 799280-87-8
3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: With silver(l) oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2004.08.092

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 799280-87-8
3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / Zn-Cu couple / diethyl ether / 0.5 h / Heating

2: 83 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

3: 95 percent / Ag₂O / CH₂Cl₂ / 1 h / 20 °C

With lithium aluminium tetrahydride; copper; silver(l) oxide; zinc; In diethyl ether; dichloromethane; 1: Reformatsky reaction;
DOI:10.1016/j.tet.2004.08.092

Reference yield:

: 210224-78-5
3-C-[(S)-1-carbomethoxy-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

: 799280-87-8
3-C-[(R)-1-benzyloxymethyl-prop-2-enyl]-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / LiAlH₄ / diethyl ether / 2 h / 20 °C

2: 95 percent / Ag₂O / CH₂Cl₂ / 1 h / 20 °C

With lithium aluminium tetrahydride; silver(l) oxide; In diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2004.08.092