(S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester
CAS No.:620960-93-2
Molecular Formula:C₂₀H₂₇Br₂N₅O₈
Molecular Weight:625.271
Hs Code.:

Synonyms:(S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

Suppliers and Price of (S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

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 (S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

There total 19 articles about (S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl 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: 100.0%

: 620960-72-7
(S)-2-[(2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentanoylamino]-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

: 620960-93-2
(S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride;
DOI:10.1016/j.tetlet.2003.08.105

Reference yield:

: 620960-68-1
(2S,3R,4S)-1,3,4-Tris-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-pentan-2-ol

: 620960-93-2
(S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 92 percent / PPh₃; DPPA; DEAD / tetrahydrofuran / 2 h / 20 °C

2: PPh₃; H₂O / tetrahydrofuran / 2 h / 60 °C

3: 1.00 g / aq. NaHCO₃ / dioxane / 1 h / 0 °C

4: H₂ / Pd/C / ethanol / 0.5 h / 20 °C

5: 1.02 g / pyridine / 24 h / 20 °C

6: 89 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

7: 92 percent / DIBAL-H / toluene; CH₂Cl₂ / 2 h / -78 °C

8: NaH / tetrahydrofuran / 0 °C

9: 0.75 g / Et₃N; DMAP / tetrahydrofuran / 1 h

10: 67 percent / CSA / methanol / 3 h / 0 °C

11: pyridine / 2 h / 0 °C

12: 254 mg / NaN₃ / dimethylformamide / 70 °C

13: 85 percent / Cs₂CO₃; MeOH / 6 h / 0 °C

14: 85 percent / TEMPO; aq. NaHCO₃; KBr / NaClO / acetone / 4 h

15: 81 percent / BOP; Et₃N / dimethylformamide

16: TBAF / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; 2,6-dimethylpyridine; methanol; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium azide; camphor-10-sulfonic acid; diphenyl-phosphinic acid; tetrabutyl ammonium fluoride; water; hydrogen; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; triethylamine; triphenylphosphine; potassium bromide; diethylazodicarboxylate; sodium hypochlorite; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 1: Mitsunobu reaction;
DOI:10.1016/j.tet.2004.04.062

Reference yield:

: 620960-92-1
[4-azido-2,3-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-butyl]-carbamic acid tert-butyl ester

: 620960-93-2
(S)-2-((2S,3R,4S)-5-Azido-2-tert-butoxycarbonylamino-3,4-dihydroxy-pentanoylamino)-3-(3,5-dibromo-4-hydroxy-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / TEMPO; aq. NaHCO₃; KBr / NaClO / acetone / 4 h

2: 81 percent / BOP; Et₃N / dimethylformamide

3: TBAF / tetrahydrofuran / 0.5 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; potassium bromide; sodium hypochlorite; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2004.04.062