(2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate

Base Information

• Chemical Name: (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate
• CAS No.: 174623-94-0
• Molecular Formula: C₄₅H₆₁NO₁₀
• Molecular Weight: 775.98
• Mol file: 174623-94-0.mol

Synonyms:(2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate

Chemical Property of (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate

There total 26 articles about (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate 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: 92.0%

(2S,3R)-[(S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl]-3-hydroxy-2-methyldecanoate (182621-41-6) + (3R,4R)-4-[(benzyloxycarbonyl)(methyl) amino]-3-(methoxymethoxy)-5-phenylpentanoic Acid (174623-90-6) → (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate (174623-94-0)

Guidance literature:

With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 0 - 20 ℃; for 9h;

DOI:10.1055/s-0033-1338952

Reference yield:

(S)-2-Hydroxy-3-methylbutanoic acid (17407-55-5) → (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate (174623-94-0)

Guidance literature:

Multi-step reaction with 4 steps

1: DBU / acetonitrile

2: EDC, DMAP / CH₂Cl₂ / 0 - 20 °C

3: HF, pyridine / acetonitrile / 0 °C

4: EDC, DMAP / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; hydrogen fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1016/S0960-894X(99)00243-7

Reference yield:

(S)-2-hydroxy-3-methylbutyric acid benzyl ester (65138-05-8) → (2S,3R)-(R)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl-3-{[(3R,4S)-4-{[(benzyloxy)carbonyl](methyl)amino}-3-(methoxymethoxy)-5-phenylpentanoyl]oxy}-2-methyldecanoate (174623-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC, DMAP / CH₂Cl₂ / 0 - 20 °C

2: HF, pyridine / acetonitrile / 0 °C

3: EDC, DMAP / CH₂Cl₂ / 0 - 20 °C

With pyridine; dmap; hydrogen fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; acetonitrile;

DOI:10.1016/S0960-894X(99)00243-7

upstream raw materials:

(2S,3R)-[(S)-1-(benzyloxy)-3-methyl-1-oxobutan-2-yl]-3-hydroxy-2-methyldecanoate

(3R,4R)-4-[(benzyloxycarbonyl)(methyl) amino]-3-(methoxymethoxy)-5-phenylpentanoic Acid

(S)-2-Hydroxy-3-methylbutanoic acid

benzyl bromide

Downstream raw materials:

(2S,5S,6R,10R,11S)-5-Benzyl-10-heptyl-2-isopropyl-6-methoxymethoxy-4,11-dimethyl-1,9-dioxa-4-aza-cyclododecane-3,8,12-trione

(-)-hapalosin

(2S,3R)-3-((3R,4S)-3-Methoxymethoxy-4-methylamino-5-phenyl-pentanoyloxy)-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester