(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

Base Information

Chemical Name:(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH
CAS No.:540482-16-4
Molecular Formula:C₄₆H₇₇N₅O₁₂
Molecular Weight:892.144
Hs Code.:

Synonyms:(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

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Chemical Property of (2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

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Technology Process of (2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

There total 7 articles about (2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH 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: 93.0%

: 540482-15-3
(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OAllyl

: 540482-16-4
(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

Guidance literature:: With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 72h;
DOI:10.1016/S0040-4020(03)00110-8

Reference yield:

: 124-19-6
nonan-1-al

: 540482-16-4
(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

Guidance literature:: Multi-step reaction with 6 steps

1.1: dicyclohexylboron triflate; Et₃N / CH₂Cl₂; hexane / 1.5 h / -78 °C

1.2: 87 percent / CH₂Cl₂; hexane / 5 h / -78 - 0 °C

2.1: 90 percent / LiOH*H₂O / H₂O; tetrahydrofuran; methanol / 20 °C

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

4.1: 82 percent / CSA; DMAP; DIC / CH₂Cl₂ / 20 °C

5.1: 94 percent / TBAF; AcOH / tetrahydrofuran / 0 - 20 °C

6.1: 93 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 72 h / 20 °C

With morpholine; dmap; lithium hydroxide; diethyl cyanophosphonate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; dacarbazine; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1.2: aldol reaction;
DOI:10.1016/S0040-4020(03)00110-8

Reference yield:

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

: 540482-16-4
(2R,3R)-3-(Boc-L-allo-Thr-GlyO)-2-methyl-undecanoyl-N-methyl-L-Leu-L-allo-Ile-L-Ser(Bn)OH

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

2: 82 percent / CSA; DMAP; DIC / CH₂Cl₂ / 20 °C

3: 94 percent / TBAF; AcOH / tetrahydrofuran / 0 - 20 °C

4: 93 percent / morpholine / Pd(PPh₃)4 / tetrahydrofuran / 72 h / 20 °C

With morpholine; dmap; diethyl cyanophosphonate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; dacarbazine; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(03)00110-8