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

Base Information

Chemical Name:methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate
CAS No.:898224-36-7
Molecular Formula:C₂₄H₂₇NO₈S
Molecular Weight:489.546
Hs Code.:

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

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

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

There total 8 articles about methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-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: 79.0%

: 1350519-19-5
C₂₄H₂₅NO₈S

: 898224-36-7
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: C₂₄H₂₅NO₈S; With aluminum (III) chloride; trimethylamine-borane; In tetrahydrofuran; at 20 ℃; for 17h; Molecular sieve;

With sulfuric acid; In tetrahydrofuran; ethyl acetate; Cooling;

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

: 898224-36-7
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 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

With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium hydrogencarbonate; In tetrahydrofuran; water; acetonitrile;
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

: 898224-36-7
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: zinc; acetic acid / tetrahydrofuran / 1 h / 0 °C

2: 502 mg / NaHCO₃ / acetonitrile; H₂O / 0.83 h / 0 °C

3: 87 percent / BH₃*NMe₃; aluminium chloride; 4 Angstroem molecular sieves / tetrahydrofuran / 17 h / 20 °C

With aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium hydrogencarbonate; acetic acid; zinc; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/ja0613613