Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Base Information

Chemical Name:Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester
CAS No.:93390-39-7
Molecular Formula:C₇₁H₁₁₃NO₁₀
Molecular Weight:1140.68
Hs Code.:

Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

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Chemical Property of Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

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Technology Process of Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

There total 10 articles about Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl 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: 73.0%

: Hexadecanoic acid (R)-1-({(2R,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-[((E)-propenyl)oxy]-tetrahydro-pyran-3-ylcarbamoyl}-methyl)-dodecyl ester

: 93390-39-7,93452-64-3
Hexadecanoic acid (R)-1-{[(3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Guidance literature:: With iodine; In tetrahydrofuran; water;
DOI:10.1016/0040-4039(84)80116-1

Reference yield:

: 93390-32-0
(2R,3R,4R,5S,6R)-2-Allyloxy-3-amino-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-ol

: 93390-39-7,93452-64-3
Hexadecanoic acid (R)-1-{[(3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / DCC, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: DCC / CH₂Cl₂ / 1 h / Ambient temperature

3: 86 percent / DCC, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

4: 73 percent / I₂ / tetrahydrofuran; H₂O

With dmap; iodine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/0040-4039(84)80116-1

Reference yield:

: 93390-32-0
(2R,3R,4R,5S,6R)-2-Allyloxy-3-amino-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-ol

: 93390-39-7,93452-64-3
Hexadecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-((R)-3-benzyloxy-tetradecanoyloxy)-2-hydroxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / DCC, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: DCC / CH₂Cl₂ / 1 h / Ambient temperature

3: 86 percent / DCC, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) I₂ / 1.) aq. THF 2.) THF-acetic acid, room temp

With dmap; iodine; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1016/0040-4039(84)80116-1