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

Base Information

Chemical Name:N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyNH]-2-methylnonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl
CAS No.:694528-03-5
Molecular Formula:C₅₃H₉₂N₆O₁₁Si
Molecular Weight:1017.43
Hs Code.:

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

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

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

There total 6 articles about N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyNH]-2-methylnonanoyl)-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

: 694527-89-4
N-((2R,3R)-3-Boc-amino-2-methylnonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

: 694528-03-5
N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyNH]-2-methylnonanoyl)-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:

: 111-71-7
heptanal

: 694528-03-5
N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyNH]-2-methylnonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N; n-Bu₂BOTf / CH₂Cl₂ / 0.5 h / 0 - 15 °C

1.2: 93 percent / CH₂Cl₂ / 4.33 h / -78 - 0 °C

2.1: 81 percent / DEAD; Ph₃P; DPPA / tetrahydrofuran

3.1: LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h

4.1: 231 mg / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

5.1: 85 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

6.1: 90 percent / DMAP; CSA; diisopropylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; lithium hydroxide; diethyl cyanophosphonate; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; 1.2: aldol reaction / 2.1: Mitsunobu inversion;
DOI:10.1016/j.bmc.2003.10.055

Reference yield:

: 742061-31-0
(2R,3R)-3-azido-2-methylnonanoic acid

: 694528-03-5
N-((2R,3R)-3-[Boc-L-allo-Thr(TBS)-GlyNH]-2-methylnonanoyl)-N-Me-L-Leu-L-allo-Ile-L-Ser(Bn)-OAllyl

Guidance literature:: Multi-step reaction with 3 steps

1: 231 mg / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

2: 85 percent / Et₃N; diethylcyanophosphate / tetrahydrofuran / 0 - 20 °C

3: 90 percent / DMAP; CSA; diisopropylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; diethyl cyanophosphonate; camphor-10-sulfonic acid; hydrogen; triethylamine; diisopropyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/j.bmc.2003.10.055