(S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester

Base Information

• Chemical Name: (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester
• CAS No.: 194933-48-7
• Molecular Formula: C₃₅H₅₉N₃O₆
• Molecular Weight: 617.87
• Mol file: 194933-48-7.mol

Synonyms:(S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester

Chemical Property of (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester

There total 9 articles about (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester 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: 49.0%

(R,R)-2,4-dimethyl octanoic acid (177607-88-4) + (S)-2-{[(2S,3R)-3-Benzyloxy-2-((S)-4-methyl-2-methylamino-pentanoylamino)-butyryl]-methyl-amino}-3-methyl-butyric acid methyl ester; hydrochloride → (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester (194933-48-7)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1021/jo970387x

Reference yield:

(Z)-(2R,4S)-2,4-Dimethyl-oct-5-enoic acid → (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester (194933-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Rh/Al₂O₃ / methanol / 4 h / 4 °C

2: 49 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

With hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; Rh/Al₂O₃; In methanol; dichloromethane;

DOI:10.1021/jo970387x

Reference yield:

t-Boc-L-valine (13734-41-3) → (S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid methyl ester (194933-48-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 91 percent / NaH / tetrahydrofuran / 24 h / Ambient temperature

2: 98 percent / diethyl ether / 0 °C

3: 92 percent / HCl / dioxane / 1.5 h / Ambient temperature

4: 72.2 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 96 percent / HCl / dioxane / 1.5 h / Ambient temperature

6: 45 percent / BOP, DIPEA / acetonitrile / 3 h / Ambient temperature

7: 99 percent / HCl / dioxane / 1.5 h / Ambient temperature

8: 49 percent / BOP-Cl, NEt₃ / CH₂Cl₂ / 1.5 h / Ambient temperature

With hydrogenchloride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/jo970387x

upstream raw materials:

(R,R)-2,4-dimethyl octanoic acid

t-Boc-L-valine

Boc-N-Me-Val-OH

methyl (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-3-methylbutanoate

Downstream raw materials:

(S)-2-[((2S,3R)-3-Benzyloxy-2-{(S)-2-[((2R,4R)-2,4-dimethyl-octanoyl)-methyl-amino]-4-methyl-pentanoylamino}-butyryl)-methyl-amino]-3-methyl-butyric acid

microcolin C