N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

Base Information

Chemical Name:N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester
CAS No.:173029-39-5
Molecular Formula:C₃₆H₄₀Cl₃NO₁₀
Molecular Weight:753.073
Hs Code.:

Synonyms:N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

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Chemical Property of N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

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Technology Process of N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

There total 5 articles about N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-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: 48.0%

: 82911-81-7
benzyl N-(2,2,2-trichloroethoxycarbonyl)-L-serine

: 124476-96-6
phenyl 2,6-di-O-benzyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 173029-39-5
N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: With N-Bromosuccinimide; 3 A molecular sieve; iodine; tetrabutylammonium trifluoromethylsulfonate; In acetonitrile; at -40 ℃; for 15h;
DOI:10.1248/cpb.43.1536

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 173029-39-5
N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / p-TsOH acid monohydrate / dimethylformamide / 48 h / 40 °C

2: 92 percent / NaH, Bu₄NBr / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 12 h

3: 48 percent / NBS, iodine, TBAOTf, 3A molecular sieves / acetonitrile / 15 h / -40 °C

With N-Bromosuccinimide; 3 A molecular sieve; tetrabutylammomium bromide; iodine; sodium hydride; tetrabutylammonium trifluoromethylsulfonate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.43.1536

Reference yield:

: 100-39-0
benzyl bromide

: 173029-39-5
N-trichloroethoxycarbonyl-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / NaH, Bu₄NBr / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 12 h

2: 48 percent / NBS, iodine, TBAOTf, 3A molecular sieves / acetonitrile / 15 h / -40 °C

With N-Bromosuccinimide; 3 A molecular sieve; tetrabutylammomium bromide; iodine; sodium hydride; tetrabutylammonium trifluoromethylsulfonate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.43.1536