Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

Base Information

• Chemical Name: Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester
• CAS No.: 158227-70-4
• Molecular Formula: C₆₈H₁₁₀O₁₀Si
• Molecular Weight: 1115.7
• Mol file: 158227-70-4.mol

Synonyms:

Chemical Property of Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester

There total 9 articles about Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl 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:

caesium palmitate (14912-92-6) → Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester (158227-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / dimethylformamide

2: 1.) pyridine

With pyridine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)73526-X

Reference yield:

2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl bromide (39483-53-9) → Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester (158227-70-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / tetramethylurea / CH₂Cl₂

2: sodium methoxide / methanol

3: 70 percent / dimethylformamide

4: 1.) pyridine

With pyridine; sodium methylate; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)73526-X

Reference yield:

[(2R,3R,4S,5R)-3,4,5-Tris-benzyloxy-6-((S)-1-oxiranylmethoxy)-tetrahydro-pyran-2-yl]-methanol → Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-[(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yloxy]-ethyl ester (158227-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / dimethylformamide

2: 1.) pyridine

With pyridine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)73526-X

upstream raw materials:

tert-butyldimethylsilyl chloride

Hexadecanoic acid (S)-2-hydroxy-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-propyl ester

n-hexadecanoyl chloride

2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl bromide

Downstream raw materials:

1,2-di-O-palmitoyl-3-O-α-D-glucopyranosyl-sn-glycerol

Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-{(2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-[(2-bromo-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-pyran-2-yloxy}-ethyl ester

Hexadecanoic acid (S)-1-hexadecanoyloxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl ester