N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Base Information

• Chemical Name: N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl
• CAS No.: 694527-88-3
• Molecular Formula: C₃₅H₅₇N₃O₇
• Molecular Weight: 631.853
• Mol file: 694527-88-3.mol

Synonyms:N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Chemical Property of N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

There total 3 articles about N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl 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: 100.0%

(R)-3-hydroxynonanoic acid (33796-87-1) + N-methyl-L-leucine-L-allo-isoleucine-O-benzyl-L-serine allyl ester (308279-70-1) → N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl (694527-88-3)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2003.10.055

Reference yield:

3-oxononanoic acid methyl ester (51756-07-1) → N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl (694527-88-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / H₂ / [RuCl₂{(R)-binap}(dmf)n] / methanol / 4 h / 100 °C / 4560 Torr

2: 100 percent / NaOH / methanol; H₂O / 3.5 h / 0 - 20 °C

3: 100 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

With sodium hydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; [RuCl₂((R)-BINAP)(dmf)n]; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2003.10.055

Reference yield:

methyl ester of (R)-3-hydroxynonanoic acid (28941-56-2) → N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl (694527-88-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaOH / methanol; H₂O / 3.5 h / 0 - 20 °C

2: 100 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

With sodium hydroxide; diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2003.10.055

upstream raw materials:

(R)-3-hydroxynonanoic acid

N-methyl-L-leucine-L-allo-isoleucine-O-benzyl-L-serine allyl ester

3-oxononanoic acid methyl ester

methyl ester of (R)-3-hydroxynonanoic acid

Downstream raw materials:

N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

(S)-3-Benzyloxy-2-{(2S,3R)-2-[(S)-2-({(R)-3-[2-((2S,3S)-2-tert-butoxycarbonylamino-3-hydroxy-butyrylamino)-acetoxy]-nonanoyl}-methyl-amino)-4-methyl-pentanoylamino]-3-methyl-pentanoylamino}-propionic acid

3-demethyl-24-O-benzyl-globomycin

Refernces