(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:126568-89-6
Molecular Formula:C₄₆H₇₁NO₁₆
Molecular Weight:894.067
Hs Code.:

(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 8 articles about (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl 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: 24.6%

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

: 126642-01-1
(R)-2-O-benzyl-1-O-hexadecanoylglycerol

: 126568-89-6
(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 126568-81-8
(2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; for 96h; Ambient temperature;
DOI:10.1248/cpb.38.3347

Reference yield:

: 109429-01-8
(S)-2-(benzyloxy)-3-hydroxypropyl acetate

: 126568-89-6
(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 72.5 percent / pyridine / 3 h / 80 °C

2: 77.4 percent / NH₄OH / methanol / 15 h / Ambient temperature

3: 91.5 percent / triethylamine / CH₂Cl₂ / 3 h / Ambient temperature

4: 69 percent / 80percent acetic acid / 1 h / 80 °C

5: 70.1 percent / triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

6: 92.7 percent / diisopropylethylamine, thiourea / tetrahydrofuran / 2 h / Heating

7: 20.9 percent / Hg(CN)2, HgBr₂, molecular sieves 4A / CH₂Cl₂ / 96 h / Ambient temperature

With pyridine; ammonium hydroxide; 4 A molecular sieve; mercury(II) cyanide; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; mercury dibromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.38.3347

Reference yield:

: 126568-78-3
(S)-2-O-benzyl-1-O-monochloroacetylglycerol

: 126568-89-6
(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((R)-2-benzyloxy-3-hexadecanoyloxy-propoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70.1 percent / triethylamine / CH₂Cl₂ / 15 h / Ambient temperature

2: 92.7 percent / diisopropylethylamine, thiourea / tetrahydrofuran / 2 h / Heating

3: 20.9 percent / Hg(CN)2, HgBr₂, molecular sieves 4A / CH₂Cl₂ / 96 h / Ambient temperature

With 4 A molecular sieve; mercury(II) cyanide; triethylamine; N-ethyl-N,N-diisopropylamine; thiourea; mercury dibromide; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.38.3347