methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside
CAS No.:898224-43-6
Molecular Formula:C₅₀H₅₅Cl₂NO₁₆
Molecular Weight:996.89
Hs Code.:

methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

Synonyms:methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

There total 7 articles about methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-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:

: 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

: 898224-43-6
methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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: 100 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 5 h / -78 °C

With pyridine; N-iodo-succinimide; aluminium trichloride; trifluorormethanesulfonic acid; trimethylamine-borane; 3 A molecular sieve; 4 A molecular sieve; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; 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

: 898224-43-6
methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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: 100 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 5 h / -78 °C

With pyridine; N-iodo-succinimide; aluminium trichloride; trifluorormethanesulfonic acid; trimethylamine-borane; 3 A molecular sieve; 4 A molecular sieve; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0613613

Reference yield:

: 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

: 898224-43-6
methyl 2,3,4-tri-O-benzyl-6-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-nonulopyranoylonate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

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

2: 100 percent / 3 Angstroem molecular sieves; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂ / 5 h / -78 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0613613