octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

Base Information

Chemical Name:octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid
CAS No.:879904-78-6
Molecular Formula:C₄₀H₆₀N₂O₁₅
Molecular Weight:808.921
Hs Code.:

octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

Synonyms:octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

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Chemical Property of octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

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Technology Process of octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

There total 20 articles about octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid 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: 93.0%

: 898224-40-3
methyl [octyl 5-amino-5-N,4-O-carbonyl-3,5-dideoxy-8-O-(methyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-7,8-di-O-chloroacetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-D-glycero-α-D-galacto-2-nonulopyranosid]onate

: 879904-78-6
octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

Guidance literature:: With lithium hydroxide; In ethanol; water; at 80 ℃; for 17h;
DOI:10.1021/ja0613613

Reference yield:

: 879904-71-9
methyl (phenyl 8,9-O-benzylidene-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

: 879904-78-6
octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine; DMAP / CH₂Cl₂

2: BH₃*NMe₃; AlCl₃; 4 Angstroem molecular sieves / tetrahydrofuran / 0 °C

3: 98 percent / pyridine / CH₂Cl₂ / 20 °C

4: 90 percent / NBS / acetone; H₂O / 0 °C

5: 80 percent / Cs₂CO₃ / acetone / 0 °C

6: 58 percent / TMSOTf; 3 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / -78 °C

7: 80 percent / thiourea; 2,6-lutidine / dimethylformamide / 70 °C

8: LiOH*H₂O / ethanol; H₂O / 80 °C

With pyridine; 2,6-dimethylpyridine; dmap; lithium hydroxide; N-Bromosuccinimide; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 3 A molecular sieve; 4 A molecular sieve; caesium carbonate; thiourea; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.3987/COM-05-S(T)30

Reference yield:

: 118977-25-6
methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycerol-β-D-galactonon-2-ulopyranoside)onate

: 879904-78-6
octyl 5-amino-8-O-(5-amino-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonic acid

Guidance literature:: Multi-step reaction with 11 steps

1: methanol / 60 °C

2: NEt₃ / acetonitrile; H₂O / 20 °C

3: CSA / acetonitrile / 20 °C

4: pyridine; DMAP / CH₂Cl₂

5: BH₃*NMe₃; AlCl₃; 4 Angstroem molecular sieves / tetrahydrofuran / 0 °C

6: 98 percent / pyridine / CH₂Cl₂ / 20 °C

7: 90 percent / NBS / acetone; H₂O / 0 °C

8: 80 percent / Cs₂CO₃ / acetone / 0 °C

9: 58 percent / TMSOTf; 3 Angstroem molecular sieves / acetonitrile; CH₂Cl₂ / -78 °C

10: 80 percent / thiourea; 2,6-lutidine / dimethylformamide / 70 °C

11: LiOH*H₂O / ethanol; H₂O / 80 °C

With pyridine; 2,6-dimethylpyridine; dmap; lithium hydroxide; N-Bromosuccinimide; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 3 A molecular sieve; 4 A molecular sieve; camphor-10-sulfonic acid; caesium carbonate; triethylamine; thiourea; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.3987/COM-05-S(T)30