benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Base Information

Chemical Name:benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate
CAS No.:947595-50-8
Molecular Formula:C₁₈H₁₇Br₂N₃O₄
Molecular Weight:499.159
Hs Code.:

Synonyms:benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Suppliers and Price of benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

There total 18 articles about benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate 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: 96.0%

: 1338487-72-1
benzyl (1S,2S,3S,5R)-5-(4,5-dibromo-1H-pyrrole-2-carboxamido)-2-hydroxy-3-(phenylselanyl)cyclopentylcarbamate

: 947595-50-8
benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Guidance literature:: With pyridine; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 1h; optical yield given as %ee;
DOI:10.1021/ol2023054

Reference yield: 83.0%

: 947595-49-5
benzyl (3aS,4R,6aR)-4-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-2,2-dimethyl-4,6a-dihydro-2H-cyclopenta[d][1,3]oxazole-3(3aH)-carboxylate

: 947595-50-8
benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Guidance literature:: With Dowex 50W X₈; In methanol; for 6h; Heating;
DOI:10.1021/ol0709735

Reference yield:

: 947595-45-1
benzyl {(1S,2E)-1-[(4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]pent-2-en-1-yl}carbamate

: 947595-50-8
benzyl ((1S,2R,5R)-2-{[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]amino}-5-hydroxycyclopent-3-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 92 percent / Dowex 50W x8 / methanol / 26 h / Heating

2.1: 83 percent / (PCy₃)2Cl₂Ru=CHPh / benzene / 15 h / 60 °C

3.1: CSA / acetone / 6 h / 20 °C

3.2: 99 percent / H₂O; silica gel / CH₂Cl₂ / 7 h / 20 °C

4.1: CH₂Cl₂ / 0.5 h / 0 °C

5.1: 111 mg / aq. K₂CO₃ / methanol / 7 h / 20 °C

6.1: PPh₃; CBr₄; Et₃N / CH₂Cl₂ / 0.67 h / -10 °C

6.2: 95 percent / CH₂Cl₂ / -10 - 20 °C

7.1: Zn; AcOH / tetrahydrofuran / 3 h / 20 °C

8.1: 221 mg / Na₂CO₃ / dimethylformamide / 15.5 h / 20 °C

9.1: 83 percent / Dowex 50W x8 / methanol / 6 h / Heating

With carbon tetrabromide; Dowex 50W X₈; camphor-10-sulfonic acid; sodium carbonate; potassium carbonate; acetic acid; triethylamine; triphenylphosphine; zinc; Grubbs catalyst first generation; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ol0709735