methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate
CAS No.:898224-39-0
Molecular Formula:C₂₆H₃₉NO₉
Molecular Weight:509.597
Hs Code.:

Synonyms:methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

There total 9 articles about methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate 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: 89.0%

: 898224-38-9
methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-7,8-di-O-chloroacetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

: 898224-39-0
methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With 2,6-dimethylpyridine; thiourea; In N,N-dimethyl-formamide; at 80 ℃; for 6h;
DOI:10.1021/ja0613613

Reference yield:

: 898224-34-5
(2R,4S,5R,6R)-5-Amino-4-hydroxy-6-[(S)-hydroxy-((R)-2-phenyl-[1,3]dioxolan-4-yl)-methyl]-2-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid methyl ester

: 898224-39-0
methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1: 502 mg / NaHCO₃ / acetonitrile; H₂O / 0.83 h / 0 °C

2: 87 percent / BH₃*NMe₃; aluminium chloride; 4 Angstroem molecular sieves / tetrahydrofuran / 17 h / 20 °C

3: 78 percent / pyridine / tetrahydrofuran / 1 h / 20 °C

4: 3 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / tetrahydrofuran / 5 h / -35 °C

5: 89 percent / thiourea; 2,6-lutidine / dimethylformamide / 6 h / 80 °C

With pyridine; 2,6-dimethylpyridine; N-iodo-succinimide; aluminium trichloride; trifluorormethanesulfonic acid; trimethylamine-borane; 3 A molecular sieve; 4 A molecular sieve; sodium hydrogencarbonate; thiourea; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0613613

Reference yield:

: 898224-35-6
methyl (phenyl 5-amino-8,9-O-benzylidene-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

: 898224-39-0
methyl (octyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / BH₃*NMe₃; aluminium chloride; 4 Angstroem molecular sieves / tetrahydrofuran / 17 h / 20 °C

2: 78 percent / pyridine / tetrahydrofuran / 1 h / 20 °C

3: 3 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / tetrahydrofuran / 5 h / -35 °C

4: 89 percent / thiourea; 2,6-lutidine / dimethylformamide / 6 h / 80 °C

With pyridine; 2,6-dimethylpyridine; N-iodo-succinimide; aluminium trichloride; trifluorormethanesulfonic acid; trimethylamine-borane; 3 A molecular sieve; 4 A molecular sieve; thiourea; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja0613613