allyl 6-O-(3-deoxyoct-2-ulopyranosylonic acid)-(1-6)-2-deoxy-2-(3-hydroxytetradecanamido)glucopyranoside 4-phosphate

Base Information

Chemical Name:allyl 6-O-(3-deoxyoct-2-ulopyranosylonic acid)-(1-6)-2-deoxy-2-(3-hydroxytetradecanamido)glucopyranoside 4-phosphate
CAS No.:142235-84-5
Molecular Formula:C₃₁H₅₆NO₁₇P*2H₃N
Molecular Weight:779.817
Hs Code.:
Mol file:142235-84-5.mol

Synonyms:b-D-Glucopyranoside, 2-propenyl2-deoxy-6-O-(3-deoxy-b-D-manno-2-octulopyranosonosyl)-2-[[(3R)-3-hydroxy-1-oxotetradecyl]amino]-,4-(dihydrogen phosphate), diammonium salt (9CI)

Suppliers and Price of allyl 6-O-(3-deoxyoct-2-ulopyranosylonic acid)-(1-6)-2-deoxy-2-(3-hydroxytetradecanamido)glucopyranoside 4-phosphate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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Total 2 raw suppliers

Chemical Property of allyl 6-O-(3-deoxyoct-2-ulopyranosylonic acid)-(1-6)-2-deoxy-2-(3-hydroxytetradecanamido)glucopyranoside 4-phosphate

Chemical Property:

PSA：311.24000
LogP:1.05890

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of allyl 6-O-(3-deoxyoct-2-ulopyranosylonic acid)-(1-6)-2-deoxy-2-(3-hydroxytetradecanamido)glucopyranoside 4-phosphate

There total 9 articles about allyl 6-O-(3-deoxyoct-2-ulopyranosylonic acid)-(1-6)-2-deoxy-2-(3-hydroxytetradecanamido)glucopyranoside 4-phosphate 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:

: 63064-48-2,116288-58-5,117299-90-8,126778-02-7,28738-44-5
allyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 142235-84-5,142236-33-7
ammonium allyl O-(β-D-manno-oct-2-ulopyranosylonic acid)-(1->6)-2-deoxy-2-<(3R)-3-hydroxytetradecanamido>-β-D-glucopyranoside 4-phosphate

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / Ba(OH)2*8H₂O / H₂O / 110 °C

2: 87 percent / methanol / 48 h / Ambient temperature

3: 81 percent / 4-toluenesulphonic acid / tetrahydrofuran; acetonitrile / 1 h / Ambient temperature

4: 80 percent / 4-dimethylaminopyridine / pyridine / 30 °C

5: 94 percent / 1.5 M trifluoroacetic acid, silica gel / CH₂Cl₂ / 4 h / Ambient temperature

6: 65 percent / Hg(CN)2, MS 4A / acetonitrile / 0.25 h

7: 31 percent / N-methylimidazole / tetrahydrofuran / 60 °C

8: activated Zn, Ag₂CO₃ / pyridine; acetic acid / 18 h / Ambient temperature

9: 1) NaOMe, 2) 0.5 M NaOH / 1) 24 h, r.t., 2) H₂O, 2 h

With 1-methyl-1H-imidazole; dmap; barium dihydroxide; sodium hydroxide; sodium methylate; mercury(II) cyanide; silica gel; toluene-4-sulfonic acid; silver carbonate; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0008-6215(00)90547-0

Reference yield:

: 114244-98-3
allyl 2-amino-2-deoxy-β-D-glucopyranoside

: 142235-84-5,142236-33-7
ammonium allyl O-(β-D-manno-oct-2-ulopyranosylonic acid)-(1->6)-2-deoxy-2-<(3R)-3-hydroxytetradecanamido>-β-D-glucopyranoside 4-phosphate

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / methanol / 48 h / Ambient temperature

2: 81 percent / 4-toluenesulphonic acid / tetrahydrofuran; acetonitrile / 1 h / Ambient temperature

3: 80 percent / 4-dimethylaminopyridine / pyridine / 30 °C

4: 94 percent / 1.5 M trifluoroacetic acid, silica gel / CH₂Cl₂ / 4 h / Ambient temperature

5: 65 percent / Hg(CN)2, MS 4A / acetonitrile / 0.25 h

6: 31 percent / N-methylimidazole / tetrahydrofuran / 60 °C

7: activated Zn, Ag₂CO₃ / pyridine; acetic acid / 18 h / Ambient temperature

8: 1) NaOMe, 2) 0.5 M NaOH / 1) 24 h, r.t., 2) H₂O, 2 h

With 1-methyl-1H-imidazole; dmap; sodium hydroxide; sodium methylate; mercury(II) cyanide; silica gel; toluene-4-sulfonic acid; silver carbonate; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0008-6215(00)90547-0

Reference yield:

: 142140-97-4
Acetic acid (R)-1-[((2R,3R,4R,5S,6R)-2-allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-ylcarbamoyl)-methyl]-dodecyl ester

: 142235-84-5,142236-33-7
ammonium allyl O-(β-D-manno-oct-2-ulopyranosylonic acid)-(1->6)-2-deoxy-2-<(3R)-3-hydroxytetradecanamido>-β-D-glucopyranoside 4-phosphate

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / 4-toluenesulphonic acid / tetrahydrofuran; acetonitrile / 1 h / Ambient temperature

2: 80 percent / 4-dimethylaminopyridine / pyridine / 30 °C

3: 94 percent / 1.5 M trifluoroacetic acid, silica gel / CH₂Cl₂ / 4 h / Ambient temperature

4: 65 percent / Hg(CN)2, MS 4A / acetonitrile / 0.25 h

5: 31 percent / N-methylimidazole / tetrahydrofuran / 60 °C

6: activated Zn, Ag₂CO₃ / pyridine; acetic acid / 18 h / Ambient temperature

7: 1) NaOMe, 2) 0.5 M NaOH / 1) 24 h, r.t., 2) H₂O, 2 h

With 1-methyl-1H-imidazole; dmap; sodium hydroxide; sodium methylate; mercury(II) cyanide; silica gel; toluene-4-sulfonic acid; silver carbonate; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0008-6215(00)90547-0