N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Base Information

Chemical Name:N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl
CAS No.:694527-81-6
Molecular Formula:C₄₀H₆₇N₃O₇
Molecular Weight:701.988
Hs Code.:

Synonyms:N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

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Chemical Property of N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

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Technology Process of N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

There total 3 articles about N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-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: 99.0%

: 308279-70-1
N-methyl-L-leucine-L-allo-isoleucine-O-benzyl-L-serine allyl ester

: (2R,3R)-3-hydroxy-2-methyltridecanoic acid

: 694527-81-6
N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 16h;
DOI:10.1016/j.bmc.2003.10.055

Reference yield:

: 112-44-7
undecylaldehyde

: 694527-81-6
N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N; c-Hex₂BOTf / CH₂Cl₂; hexane / 2 h / -78 °C

1.2: 76 percent / CH₂Cl₂; hexane / 6 h / -78 - 0 °C

2.1: 86 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 20 °C

3.1: 99 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium hydroxide; diethyl cyanophosphonate; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1.2: aldol reaction;
DOI:10.1016/j.bmc.2003.10.055

Reference yield:

: 694527-59-8
(2R,3R)-3-hydroxy-2-methyltridecanoic acid (1R,2S)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)amino]-1-phenylpropyl ester

: 694527-81-6
N-((2R,3R)-3-hydroxy-2-methyltridecanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 20 °C

2: 99 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium hydroxide; diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; methanol; water;
DOI:10.1016/j.bmc.2003.10.055