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

Base Information

Chemical Name:N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl
CAS No.:694528-02-4
Molecular Formula:C₅₂H₈₉N₅O₁₂Si
Molecular Weight:1004.39
Hs Code.:

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

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

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

There total 5 articles about N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-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: 90.0%

: 308279-76-7
N-Boc-O-TBS-L-allo-Thr-Gly

: 694527-88-3
N-((3R)-3-hydroxynonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

: 694528-02-4
N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: With dmap; camphor-10-sulfonic acid; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2003.10.055

Reference yield:

: 51756-07-1
3-oxononanoic acid methyl ester

: 694528-02-4
N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 4 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

4: 90 percent / DMAP; CSA; diisopropylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; sodium hydroxide; diethyl cyanophosphonate; camphor-10-sulfonic acid; hydrogen; triethylamine; diisopropyl-carbodiimide; [RuCl₂((R)-BINAP)(dmf)n]; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.bmc.2003.10.055

Reference yield:

: 33796-87-1
(R)-3-hydroxynonanoic acid

: 694528-02-4
N-((3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-nonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

2: 90 percent / DMAP; CSA; diisopropylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; diethyl cyanophosphonate; camphor-10-sulfonic acid; triethylamine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2003.10.055