C₃₇H₅₃Cl₃N₄O₁₉

Base Information

• Chemical Name: C₃₇H₅₃Cl₃N₄O₁₉
• CAS No.: 368836-01-5
• Molecular Formula: C₃₇H₅₃Cl₃N₄O₁₉
• Molecular Weight: 964.202
• Mol file: 368836-01-5.mol

Synonyms:C₃₇H₅₃Cl₃N₄O₁₉

Chemical Property of C₃₇H₅₃Cl₃N₄O₁₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₇H₅₃Cl₃N₄O₁₉

There total 18 articles about C₃₇H₅₃Cl₃N₄O₁₉ 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: 83.0%

benzoyl chloride (98-88-4) + Acetic acid (2S,3R,4R,5R,6S)-3-acetoxy-2-[(R)-3-hydroxyimino-1-[(2S,3R)-2-methoxycarbonylamino-3-(2-methoxy-ethoxymethoxy)-butyrylamino]-2-(2-methoxy-ethoxymethoxy)-propoxy]-6-methyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester (368836-00-4) → C37H53Cl3N4O19 (368836-01-5)

Guidance literature:

With pyridine; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/ol0101178

Reference yield:

O-<(tert-Butyl)dimethylsilyl>-N-(methoxycarbonyl)-L-threonin (104198-85-8) → C37H53Cl3N4O19 (368836-01-5)

Guidance literature:

Multi-step reaction with 12 steps

1.1: SOCl₂; pyridine / CH₂Cl₂ / 25 °C

2.1: silver oxide

2.2: Et₃N / 25 °C

3.1: NaBH₄ / ethanol / 0 °C

4.1: 100 percent / H₂ / Pd(OH)2 / ethanol / 25 °C

5.1: 40 percent / silver triflate / CH₂Cl₂ / -78 - 5 °C

6.1: 60 percent / 1N HCl / tetrahydrofuran / 9 h / 25 °C

7.1: 83 percent / imidazole / dimethylformamide / 15 h / 25 °C

8.1: i-Pr₂EtN / CH₂Cl₂

9.1: Bu₄NF / tetrahydrofuran / 1 h / -78 - 0 °C

10.1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 °C

11.1: 72 percent / NH₂OH*HCl; pyridine / ethanol / 25 °C

12.1: 83 percent / pyridine / CH₂Cl₂ / 1 h / 25 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; oxalyl dichloride; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 10.1: Swern oxidation;

DOI:10.1021/ol0101178

Reference yield:

[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-chlorocarbonyl-propyl]-carbamic acid methyl ester → C37H53Cl3N4O19 (368836-01-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: silver oxide

1.2: Et₃N / 25 °C

2.1: NaBH₄ / ethanol / 0 °C

3.1: 100 percent / H₂ / Pd(OH)2 / ethanol / 25 °C

4.1: 40 percent / silver triflate / CH₂Cl₂ / -78 - 5 °C

5.1: 60 percent / 1N HCl / tetrahydrofuran / 9 h / 25 °C

6.1: 83 percent / imidazole / dimethylformamide / 15 h / 25 °C

7.1: i-Pr₂EtN / CH₂Cl₂

8.1: Bu₄NF / tetrahydrofuran / 1 h / -78 - 0 °C

9.1: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 °C

10.1: 72 percent / NH₂OH*HCl; pyridine / ethanol / 25 °C

11.1: 83 percent / pyridine / CH₂Cl₂ / 1 h / 25 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; hydrogen; silver trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; silver(l) oxide; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 9.1: Swern oxidation;

DOI:10.1021/ol0101178

upstream raw materials:

benzoyl chloride

Acetic acid (2S,3R,4R,5R,6S)-3-acetoxy-2-[(R)-3-hydroxyimino-1-[(2S,3R)-2-methoxycarbonylamino-3-(2-methoxy-ethoxymethoxy)-butyrylamino]-2-(2-methoxy-ethoxymethoxy)-propoxy]-6-methyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

methyl 4-amino-4,6-dideoxy-2,3-O-isopropylidene-α-L-talopyranoside

C₁₀H₁₇NO₅