O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

Base Information

Chemical Name:O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester
CAS No.:197663-24-4
Molecular Formula:C₄₅H₅₈Cl₃N₃O₂₄
Molecular Weight:1131.32
Hs Code.:

O-<methyl(5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyl)onate>-(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

Synonyms:O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

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Technology Process of O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

There total 8 articles about O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester 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: 55.0%

: 118977-25-6,118977-26-7
methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-galacto-2-nonulopyranoside)onate

: 197663-23-3
N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester

: 197663-24-4
O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

Guidance literature:: With N-Bromosuccinimide; iodine; tetrabutylammonium trifluoromethylsulfonate; In acetonitrile; at -40 ℃; for 4h;
DOI:10.1248/cpb.45.1544

Reference yield:

: 197663-22-2
N-trichloroethoxycarbonyl-3-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

: 197663-24-4
O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / 80 percent aq. AcOH / 6 h / 60 °C

2: 55 percent / NBS, I₂, tetrabutylammonium trifluoromethanesulfonate, 3 A molecular sieves / acetonitrile / 4 h / -40 °C

With N-Bromosuccinimide; 3 A molecular sieve; iodine; tetrabutylammonium trifluoromethylsulfonate; acetic acid; In acetonitrile;
DOI:10.1248/cpb.46.1676

Reference yield:

: 197663-21-1
N-trichloroethoxycarbonyl-3-O-(3,4-di-O-acetyl-2-azido-2-deoxy-6-O-triphenylmethyl-α-D-galactopyranosyl)-L-serine benzyl ester

: 197663-24-4
O--(2->6)-O-(2-acetamido-3,4-di-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1->3)-N-(trichloroethoxycarbonyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / pyridine / CH₂Cl₂ / 8 h / Ambient temperature

2: 71 percent / 80 percent aq. AcOH / 6 h / 60 °C

3: 55 percent / NBS, I₂, tetrabutylammonium trifluoromethanesulfonate, 3 A molecular sieves / acetonitrile / 4 h / -40 °C

With pyridine; N-Bromosuccinimide; 3 A molecular sieve; iodine; tetrabutylammonium trifluoromethylsulfonate; acetic acid; In dichloromethane; acetonitrile;
DOI:10.1248/cpb.46.1676