(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester

Base Information

• Chemical Name: (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester
• CAS No.: 181715-12-8
• Molecular Formula: C₃₆H₅₅NO₆Si
• Molecular Weight: 625.921
• Mol file: 181715-12-8.mol

Synonyms:(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester

Chemical Property of (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester

There total 6 articles about (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl 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:

Octanal (124-13-0) → (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester (181715-12-8)

Guidance literature:

Multi-step reaction with 6 steps

2: 100 percent / pyridine, DMAP / CH₂Cl₂ / 1.17 h / 0 - 25 °C

4: KBH₄ / ethanol / 6.5 h / 0 °C

5: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

6: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, MeOH, -78 deg C, 3 min, 2) CH₂Cl₂, MeOH, 25 deg C, 15 h

With pyridine; 2,6-dimethylpyridine; dmap; potassium borohydride; ozone; triphenylphosphine; In ethanol; dichloromethane;

DOI:10.1021/jo9608329

Reference yield:

(3R,4R)-3-methylundec-1-en-4-ol (173326-39-1) → (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester (181715-12-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / pyridine, DMAP / CH₂Cl₂ / 1.17 h / 0 - 25 °C

3: KBH₄ / ethanol / 6.5 h / 0 °C

4: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

5: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, MeOH, -78 deg C, 3 min, 2) CH₂Cl₂, MeOH, 25 deg C, 15 h

With pyridine; 2,6-dimethylpyridine; dmap; potassium borohydride; ozone; triphenylphosphine; In ethanol; dichloromethane;

DOI:10.1021/jo9608329

Reference yield:

(1R,2R)-1-n-heptyl-2-methyl-3-butenyl acetate (181715-09-3) → (3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester (181715-12-8)

Guidance literature:

Multi-step reaction with 4 steps

2: KBH₄ / ethanol / 6.5 h / 0 °C

3: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, MeOH, -78 deg C, 3 min, 2) CH₂Cl₂, MeOH, 25 deg C, 15 h

With 2,6-dimethylpyridine; potassium borohydride; ozone; triphenylphosphine; In ethanol; dichloromethane;

DOI:10.1021/jo9608329

upstream raw materials:

(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((R)-1-methyl-allyl)-octyl ester

Octanal

(3R,4R)-3-methylundec-1-en-4-ol

(1R,2R)-1-n-heptyl-2-methyl-3-butenyl acetate

Downstream raw materials:

(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

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

N-desmethylhapalosin

(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid