(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

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
• CAS No.: 194933-49-8
• Molecular Formula: C₃₄H₅₇N₃O₆
• Molecular Weight: 603.843
• Mol file: 194933-49-8.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

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

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

There total 11 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 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%

(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) → (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 (194933-49-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; for 12h;

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 (194933-49-8)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 12 h

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

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 (194933-49-8)

Guidance literature:

Multi-step reaction with 9 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

9: 90 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 12 h

With hydrogenchloride; lithium hydroxide; 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; methanol; diethyl ether; dichloromethane; water; acetonitrile;

DOI:10.1021/jo970387x

upstream 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 methyl ester

t-Boc-L-valine

Boc-N-Me-Val-OH

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

Downstream raw materials:

microcolin C