[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester
CAS No.:221526-05-2
Molecular Formula:C₃₈H₄₆N₄O₆
Molecular Weight:654.806
Hs Code.:

[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

Synonyms:[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

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Chemical Property of [4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

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Technology Process of [4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

There total 10 articles about [4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl 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: 32.0%

: 221526-01-8
(S)-6-Benzyloxycarbonylamino-2-({(2R,3R)-1-[(S)-2-(4-hydroxy-butylamino)-3-phenyl-propionyl]-3-phenyl-pyrrolidine-2-carbonyl}-amino)-hexanoic acid

: 221526-05-2
[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

Guidance literature:: With dmap; 2-chloro-1-methyl-pyridinium iodide; In dichloromethane; for 3h; Heating;
DOI:10.1055/s-1999-2578

Reference yield:

: 24498-31-5
(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

: 221526-05-2
[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 46 percent / HOBt, EDCI, TEA / CH₂Cl₂; tetrahydrofuran / 12 h / Ambient temperature

2: 72 percent / CF₃COOH / CHCl₃ / 12 h / Ambient temperature

3: 89 percent / bromotripyrrolinophosphonium hexafluorophosphate, DIEA / pyridine / 12 h / Heating

4: 56 percent / NaOH, H₂O / tetrahydrofuran / 12 h / Ambient temperature

5: 32 percent / N-methyl-2-chloropyridinium iodide, DMAP / CH₂Cl₂ / 3 h / Heating

With dmap; sodium hydroxide; TEA; 2-chloro-1-methyl-pyridinium iodide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; pyridine; dichloromethane; chloroform;
DOI:10.1055/s-1999-2578

Reference yield:

: 42990-55-6,35016-63-8,42990-49-8,16503-53-0
(S)-(alpha)-bromobenzenepropanoic acid

: 221526-05-2
[4-((1R,5S,13S,15aR)-5-Benzyl-4,12,15-trioxo-1-phenyl-tetradecahydro-11-oxa-3a,6,14-triaza-cyclopentacyclotetradecen-13-yl)-butyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 48 percent / CH₂Cl₂ / 48 h / Ambient temperature

2: 49 percent / HCl, H₂O / tetrahydrofuran / 12 h / Ambient temperature

3: 89 percent / bromotripyrrolinophosphonium hexafluorophosphate, DIEA / pyridine / 12 h / Heating

4: 56 percent / NaOH, H₂O / tetrahydrofuran / 12 h / Ambient temperature

5: 32 percent / N-methyl-2-chloropyridinium iodide, DMAP / CH₂Cl₂ / 3 h / Heating

With hydrogenchloride; dmap; sodium hydroxide; 2-chloro-1-methyl-pyridinium iodide; water; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1055/s-1999-2578