methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

Base Information

Chemical Name:methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate
CAS No.:620567-97-7
Molecular Formula:C₆₉H₈₆N₄O₈S₂Si
Molecular Weight:1191.68
Hs Code.:

methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

Synonyms:methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

There total 14 articles about methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate 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: 100.0%

: 180973-26-6
(R,E)-3-hydroxy-7-(tritylthio)hept-4-enoic acid

: 620567-30-8
D-valyl-D-valyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

: 620567-97-7
methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/jo034765b

Reference yield: 88.0%

: methyl (7R,11R,14R,17S,20S,E)-20-{(R)-1-[(tert-butyldimethylsiloxy)ethyl]}-11,14-diisopropyl-7-(4-methoxybenzyloxy)-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

: 620567-97-7
methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 3h;
DOI:10.1002/ejoc.201601023

Reference yield:

: 3373-59-9
L-threonine methyl ester

: 620567-97-7
methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

Guidance literature:: Multi-step reaction with 8 steps

1: HOBT; EDC*HCl / CH₂Cl₂; dimethylformamide / 20 h / 20 °C

2: 3.36 g / imidazole / 27 / 2 h / 20 °C

3: Et₂NH / CH₂Cl₂ / 3 h / 0 °C

4: 3.65 g / EDC; HOBt / dimethylformamide; CH₂Cl₂ / 20 h / 20 °C

5: Et₂NH / CH₂Cl₂ / 4 h / 0 °C

6: 3.20 g / EDC; HOBt / dimethylformamide; CH₂Cl₂ / 20 h / 20 °C

7: 100 percent / Et₂NH / CH₂Cl₂ / 6 h / 0 - 20 °C

8: 100 percent / BOP; DIPEA / CH₂Cl₂; acetonitrile / 1 h / 20 °C

With 1H-imidazole; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; N-ethyl-N,N-diisopropylamine; 27; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo034765b