N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Base Information

Chemical Name:N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester
CAS No.:188583-20-2
Molecular Formula:C₅₁H₆₆Cl₆N₂O₁₂
Molecular Weight:1111.81
Hs Code.:

N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Synonyms:N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

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Chemical Property of N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

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Technology Process of N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

There total 9 articles about N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine 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: 40.0%

: 188583-11-1
N-tetradecanoyl-L-homoserine benzyl ester

: 192462-78-5
Carbonic acid (2R,3S,4R,5R)-3-benzyloxy-2-benzyloxymethyl-6-bromo-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-ethyl ester

: 188583-20-2
N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Guidance literature:: With 4 A molecular sieve; mercury dibromide; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1248/cpb.45.312

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 188583-20-2
N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / CF₃SO₃H / CH₂Cl₂; cyclohexane / 20 h / Ambient temperature

2: 1.) 1,5-cyclooctadienebis(methyldiphenylphosphine)iridium hexafluorophosphate, 2.) I₂, pyridine, H₂O / 1.) THF, 50 deg C, 2 h, 2.) THF, RT, 30 min

3: SOBr₂ / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

4: 40 percent / 4 A molecular sieves, HgBr₂ / CH₂Cl₂ / 20 h / Ambient temperature

With pyridine; sulfurous dibromide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trifluorormethanesulfonic acid; 4 A molecular sieve; water; iodine; mercury dibromide; In dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.45.312

Reference yield:

: 129253-51-6
allyl 2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 188583-20-2
N-tetradecanoyl-O-[4,6-di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloroethoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl]-L-homoserine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / CF₃SO₃H / CH₂Cl₂; cyclohexane / 20 h / Ambient temperature

2: 1.) 1,5-cyclooctadienebis(methyldiphenylphosphine)iridium hexafluorophosphate, 2.) I₂, pyridine, H₂O / 1.) THF, 50 deg C, 2 h, 2.) THF, RT, 30 min

3: SOBr₂ / CH₂Cl₂; dimethylformamide / 2 h / Ambient temperature

4: 40 percent / 4 A molecular sieves, HgBr₂ / CH₂Cl₂ / 20 h / Ambient temperature

With pyridine; dibromo sulfoxide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trifluorormethanesulfonic acid; 4 A molecular sieve; water; iodine; mercury dibromide; In dichloromethane; cyclohexane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.45.312