methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

Base Information

Chemical Name:methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate
CAS No.:152957-11-4
Molecular Formula:C₄₆H₅₇NO₂₁
Molecular Weight:959.953
Hs Code.:

methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

Synonyms:methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

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Chemical Property of methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

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Technology Process of methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

There total 7 articles about methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate 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: 100.0%

: methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-2''-en-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

: 152957-11-4
methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol;
DOI:10.1016/S0040-4039(00)79271-9

Reference yield:

: 67670-69-3
N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

: 152957-11-4
methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / silver salicylate, 4 A sieves / 5 h / Ambient temperature

2: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, CH₃OH, 0 deg C, 2 h, 2.) CH₂Cl₂, CH₃OH, RT, 8 h

3: 60 percent / Cs₂CO₃ / 2-methyl-propan-2-ol / 2 h / 30 °C

4: 98 percent / H₂ / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

With dimethylsulfide; 4 A molecular sieve; hydrogen; silver salicylate; caesium carbonate; ozone; palladium on activated charcoal; In methanol; tert-butyl alcohol;
DOI:10.1016/S0957-4166(00)86284-9

Reference yield:

: 71071-83-5
methyl 2,3-O-dibenzoyl-α-L-fucopyranoside

: 152957-11-4
methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / pyridinium chlorochromate, 4 A sieves / CH₂Cl₂ / 18 h / Ambient temperature

2: 1.) NaH, 2.) n-BuLi, 3.) chlorotriisopropoxytitanium

3: 60 percent / Cs₂CO₃ / 2-methyl-propan-2-ol / 2 h / 30 °C

4: 98 percent / H₂ / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

With triisopropoxytitanium(IV) chloride; n-butyllithium; 4 A molecular sieve; hydrogen; sodium hydride; caesium carbonate; pyridinium chlorochromate; palladium on activated charcoal; In methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/S0957-4166(00)86284-9