heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

Base Information

Chemical Name:heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside
CAS No.:211795-85-6
Molecular Formula:C₄₈H₆₆O₂₂S₂
Molecular Weight:1059.17
Hs Code.:

heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

Synonyms:heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

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Chemical Property of heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

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Technology Process of heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

There total 25 articles about heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside 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%

: 1639-09-4
heptanethiol

: 211795-83-4
C₄₃H₅₂Cl₃NO₂₃S

: 211795-85-6
heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 0.166667h;
DOI:10.1016/S0008-6215(97)10044-1

Reference yield:

: 73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6
6-deoxy-L-galactose

: 211795-85-6
heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 15 steps

1: p-TsOH, Amberlite IR 120 / 4 h / Heating

2: p-TsOH / 2 h

3: 91 percent / NaH / dimethylformamide / 0.5 h / Ambient temperature

4: 96 percent / AcOH, H₂O / 6 h / 40 °C

5: pyridine / 18 h / Ambient temperature

6: 75 percent / RhCl(PPh₃)3, DBU, H₂O / ethanol / 1 h / 90 °C

7: 95 percent / DBU / 0.5 h / Ambient temperature

8: 75 percent / TMSOTf / CH₂Cl₂ / 0.17 h / Ambient temperature

9: 88 percent / DDQ / CH₂Cl₂ / Ambient temperature

10: pyridine / 4 h / Ambient temperature

11: 88 percent / ZnCl₂, Pd(PPh₃)4, Et₃SiH

12: 70 percent / MeSiOTf / CH₂Cl₂ / 0.5 h / Ambient temperature

13: 90 percent / nBu₄NF / tetrahydrofuran / 2 h / Ambient temperature

14: 92 percent / DBU / CH₂Cl₂ / 0.75 h

15: 95 percent / Me₃SiOTf / CH₂Cl₂ / 0.17 h

With pyridine; triethylsilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; RhCl(PPh₃)3; MeSiOTf; Amberlite IR 120; tetrabutyl ammonium fluoride; water; sodium hydride; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10044-1

Reference yield:

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 211795-85-6
heptyl (2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-(1-4)-S-[(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)]-6-O-acetyl-2-O-benzoyl-1,4-dithio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / MeSiOTf / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 90 percent / nBu₄NF / tetrahydrofuran / 2 h / Ambient temperature

3: 92 percent / DBU / CH₂Cl₂ / 0.75 h

4: 95 percent / Me₃SiOTf / CH₂Cl₂ / 0.17 h

With trimethylsilyl trifluoromethanesulfonate; MeSiOTf; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(97)10044-1