N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

Base Information

Chemical Name:N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester
CAS No.:155711-34-5
Molecular Formula:C₈₆H₁₄₀N₂O₁₂
Molecular Weight:1394.06
Hs Code.:

N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

Synonyms:N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

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Chemical Property of N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

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Technology Process of N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

There total 9 articles about N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-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: 57.0%

: 112-64-1
tetradecanoyl chloride

: 155711-35-6
N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

: 155711-34-5
N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; for 15h; Ambient temperature;
DOI:10.1248/cpb.41.1879

Reference yield:

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

: 155711-34-5
N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / trifluoromethanesulfonic acid / CH₂Cl₂; cyclohexane / 20 h / Ambient temperature

2: 1.) 2)2>PF₆, H₂, 2.) iodine, pyridine / 1.) THF, 50 deg C, 2 h, 2.) THF, H₂O, RT, 15 min

3: thionyl bromide, DMF / CH₂Cl₂ / 5 h / Ambient temperature

4: 1.) 4 Angstroem molecular sieves, 2.) HgBr₂ / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 20 h

5: zinc / acetic acid / 16 h / 40 - 50 °C

6: DCC / CH₂Cl₂ / 15 h / Ambient temperature

7: 57 percent / pyridine, DMAP / CH₂Cl₂ / 20 h / Ambient temperature

With pyridine; dmap; sulfurous dibromide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; iodine; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; mercury dibromide; zinc; In dichloromethane; cyclohexane; acetic acid;
DOI:10.1248/cpb.44.2268

Reference yield:

: 134040-52-1
Allyl 2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 155711-34-5
N-tetradecanoyl-O-<4,6-di-O-benzyl-2-deoxy-3-O-tetradecanoyl-2-<(R)-3-tetradecanoyloxytetradecanoylamino>-β-D-glucopyranosyl>-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / trifluoromethanesulfonic acid / CH₂Cl₂; cyclohexane / 20 h / Ambient temperature

2: 1.) 2)2>PF₆, H₂, 2.) iodine, pyridine / 1.) THF, 50 deg C, 2 h, 2.) THF, H₂O, RT, 15 min

3: thionyl bromide, DMF / CH₂Cl₂ / 5 h / Ambient temperature

4: 1.) 4 Angstroem molecular sieves, 2.) HgBr₂ / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 20 h

5: zinc / acetic acid / 16 h / 40 - 50 °C

6: DCC / CH₂Cl₂ / 15 h / Ambient temperature

7: 57 percent / pyridine, DMAP / CH₂Cl₂ / 20 h / Ambient temperature

With pyridine; dmap; dibromo sulfoxide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; iodine; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; mercury dibromide; zinc; In dichloromethane; cyclohexane; acetic acid;
DOI:10.1248/cpb.44.2268