3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

Base Information

Chemical Name:3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose
CAS No.:155585-32-3
Molecular Formula:C₃₆H₃₈O₈S
Molecular Weight:630.759
Hs Code.:

Synonyms:3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

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Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

Chemical Property:

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Technology Process of 3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

There total 1 articles about 3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-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:

: 57099-04-4
3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose

: 76-83-5
trityl chloride

: 124-63-0
methanesulfonyl chloride

: 155585-32-3,21090-86-8
3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

Guidance literature:: With pyridine; Yield given. Multistep reaction; 1.) 55 deg C, overnight, 2.) RT, 3 h;
DOI:10.1246/bcsj.67.236

Reference yield: 97.0%

: 155585-32-3,21090-86-8
3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

: 155585-33-4
Methanesulfonic acid (R)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl ester

Guidance literature:: With acetic acid; at 50 ℃; for 3h;
DOI:10.1246/bcsj.67.236

Reference yield:

: 155585-32-3,21090-86-8
3-O-benzyl-1,2-O-isopropylidene-5-O-methylsulfonyl-6-O-triphenylmethyl-α-D-allofuranose

: 23537-43-1
5,6-dideoxy-3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / 80percent aq. AcOH / 3 h / 50 °C

2: 89 percent / CH₃ONa / methanol / 2 h / Ambient temperature

3: 97 percent / LiAlH₄ / diethyl ether / 0.5 h / Heating

4: pyridine / CH₂Cl₂ / 1 h / 0 °C

5: 21 percent / tris(dimethylamino)sulfonium difluorotrimethylsilicate (TASF) / CH₂Cl₂ / 1 h / 40 °C

With pyridine; lithium aluminium tetrahydride; tris(dimethylamino)sulfonium trimethylsilyldifluoride; sodium methylate; acetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1246/bcsj.67.236