4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

Base Information

Chemical Name:4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol
CAS No.:440360-50-9
Molecular Formula:C₂₉H₃₂O₈S
Molecular Weight:540.634
Hs Code.:

Synonyms:4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

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Chemical Property of 4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

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Technology Process of 4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

There total 1 articles about 4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol 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: 85.0%

: 98-59-9
p-toluenesulfonyl chloride

: 440360-48-5
1,2-dideoxy-3,6-bis-O-(phenylmethyl)-D-glycero-D-talo-oct-1-ynitol

: 440360-50-9
4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

Guidance literature:: With pyridine; dmap; at 0 ℃;
DOI:10.1021/jo0111107

Reference yield: 85.0%

: 108-24-7
acetic anhydride

: 440360-50-9
4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

: 440360-51-0
Acetic acid (1S,2R,3R)-2-acetoxy-1-[(1R,2R)-2-acetoxy-1-benzyloxy-3-(toluene-4-sulfonyloxy)-propyl]-3-benzyloxy-pent-4-ynyl ester

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1021/jo0111107

Reference yield:

: 440360-50-9
4,5,7-tri-O-acetyl-1,2-dideoxy-3,6-bis-O-(phenylmethyl)-8-p-toluensulfonyl-D-glycero-D-talo-oct-1-ynitol

: 4,5,7-tri-O-acetyl-1,2,8-trideoxy-3,6-bis-O-(phenylmethyl)-D-glycero-D-talo-oct-1-ynitol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / pyridine / 20 °C

2: 78 percent / NaI / acetone / Heating

3: 48 percent / HSi(SiMe₃)3; AIBN / toluene / 80 °C

With pyridine; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; sodium iodide; In acetone; toluene;
DOI:10.1021/jo0111107