N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

Base Information

Chemical Name:N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl
CAS No.:694528-00-2
Molecular Formula:C₅₁H₈₅N₅O₁₂Si
Molecular Weight:988.348
Hs Code.:

Synonyms:N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

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Chemical Property of N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

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Technology Process of N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

There total 7 articles about N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-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: 95.0%

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

: 694527-86-1
N-((2R,3R)-3-hydroxy-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

: 694528-00-2
N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-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:

: 308279-67-6
(S)-3-Benzyloxy-2-((2S,3R)-2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-propionic acid allyl ester

: 694528-00-2
N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 5 steps

1: HCl / ethyl acetate / 20 °C

2: 97 percent / PyBOP; Et₃N / CH₂Cl₂ / 0 - 20 °C

3: 95 percent / HCl / ethyl acetate / 20 °C

4: 96 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

5: 95 percent / DMAP; CSA; diisopropylcarbodiimide / CH₂Cl₂ / 20 °C

With hydrogenchloride; dmap; diethyl cyanophosphonate; camphor-10-sulfonic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/j.bmc.2003.10.055

Reference yield:

: O-benzyl-L-serine allyl ester hydrochloride

: 694528-00-2
N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyO]-2-methylnonanoyl)-L-Pro-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 6 steps

1: PyBOP; Et₃N / CH₂Cl₂ / 0 - 20 °C

2: HCl / ethyl acetate / 20 °C

3: 97 percent / PyBOP; Et₃N / CH₂Cl₂ / 0 - 20 °C

4: 95 percent / HCl / ethyl acetate / 20 °C

5: 96 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

6: 95 percent / DMAP; CSA; diisopropylcarbodiimide / CH₂Cl₂ / 20 °C

With hydrogenchloride; dmap; diethyl cyanophosphonate; camphor-10-sulfonic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/j.bmc.2003.10.055