C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅

Base Information

• Chemical Name: C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅
• CAS No.: 955376-12-2
• Molecular Formula: C₇₀H₈₅N₃O₁₄
• Molecular Weight: 1192.46
• Mol file: 955376-12-2.mol

Synonyms:C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅

Chemical Property of C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅

There total 12 articles about C₅₉H₇₂N₂O₁₂NCHC₇H₇CO₂C₂H₅ 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: 80.0%

(2'''S)-4-((2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)methyl)-2-(2'''-(tert-butoxycarbonylamino)-2'''-carboxyethyl)-6-methyl-3,5-dicarboxylic acid di-tert-butyl ester (955376-11-1) + (L)-phenylalanine ethyl ester hydrochloride (3182-93-2) → C59H72N2O12NCHC7H7CO2C2H5 (955376-12-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo071221r

Reference yield:

α-methyl N-(tert-butoxycarbonyl)aspartate (98045-03-5,137130-65-5) → C59H72N2O12NCHC7H7CO2C2H5 (955376-12-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 4-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.17 h / -15 °C

1.2: NaBH₄ / tetrahydrofuran; H₂O / 0.17 h / -10 °C

2.1: 347 mg / molecular sieves 4 Angstroem; pyridinium chlorochromate / CH₂Cl₂ / 0.75 h

3.1: 38 percent / BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂ / 0 °C

4.1: 45 percent / molecular sieves 4 Angstroem / 2-methyl-propan-2-ol / 24 h / 70 °C

5.1: 320 mg / pyridinium chlorochromate immobilized on silica gel / CH₂Cl₂ / 12 h / 20 °C

6.1: LiOH / tetrahydrofuran; H₂O / 1 h

7.1: 80 percent / (benzotriazol-1-yloxy)(tripyrrolidino)phosphonium*PF₆; iPr₂NEt / CH₂Cl₂ / 2 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; 4 A molecular sieve; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jo071221r

Reference yield:

tert-butyl 3-aminocrotonate → C59H72N2O12NCHC7H7CO2C2H5 (955376-12-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 45 percent / molecular sieves 4 Angstroem / 2-methyl-propan-2-ol / 24 h / 70 °C

2: 320 mg / pyridinium chlorochromate immobilized on silica gel / CH₂Cl₂ / 12 h / 20 °C

3: LiOH / tetrahydrofuran; H₂O / 1 h

4: 80 percent / (benzotriazol-1-yloxy)(tripyrrolidino)phosphonium*PF₆; iPr₂NEt / CH₂Cl₂ / 2 h / 20 °C

With lithium hydroxide; 4 A molecular sieve; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/jo071221r

upstream raw materials:

(2'''S)-4-((2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)methyl)-2-(2'''-(tert-butoxycarbonylamino)-2'''-carboxyethyl)-6-methyl-3,5-dicarboxylic acid di-tert-butyl ester

(L)-phenylalanine ethyl ester hydrochloride

(2'''S)-4-((2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)methyl)-2-(2'''-(tert-butoxycarbonylamino)-2'''-(methoxycarbonyl)ethyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid di-tert-butyl ester

(2'''S)-4-((2',3',4',6'-tetra-O-benzyl-β-D-galactopyranosyl)methyl)-2-(2'''-(tert-butoxycarbonylamino)-2'''-(methoxycarbonyl)ethyl)-6-methyl-3,5-dicarboxylic acid di-tert-butyl ester