(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

Base Information

Chemical Name:(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine
CAS No.:117941-15-8
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

Synonyms:(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

Suppliers and Price of (2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

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 (2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

There total 14 articles about (2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine 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: 95.0%

: 118015-66-0
(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-bis<(methoxymethyl)oxy>-2-(4-pentenyl)pyrrolidine

: 117941-15-8
(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

Guidance literature:: With hydrogenchloride; In methanol; for 0.5h; Heating;
DOI:10.1021/ja00186a038

Reference yield:

: 117941-01-2
(2S,3S,4S)-1-(Benzyloxy)-2,3-bis<(methoxymethyl)oxy>octan-4-ol

: 117941-15-8
(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 11 steps

1: 61 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

2: 71 percent / H₂ / 10percent Pd/C / methanol / 3 h

3: 94 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

4: 1.) Mg / 1.) THF, 2.) THF, -78 deg C, 30 min

5: 85 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

6: 68 percent / 0.14 M Zn(BH₄)2 / diethyl ether / 0.75 h / 0 °C

7: hydrazine hydrate / ethanol / 2 h / Heating

8: aq. Na₂CO₃ / CH₂Cl₂ / 0.08 h / 0 °C

9: triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

10: t-BuOK / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) room temp., 10 min

11: 95 percent / concentrated HCl / methanol / 0.5 h / Heating

With hydrogenchloride; zinc(II) tetrahydroborate; oxalyl dichloride; potassium tert-butylate; hydrogen; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00186a038

Reference yield:

: 117941-07-8
(2S,3S,4R)-1-(Benzyloxy)-4-(1,3-dioxo-2-azaindan-2-yl)-2,3-bis<(methoxymethyl)oxy>octane

: 117941-15-8
(2R,3S,4S,5R)-N-<(Benzyloxy)carbonyl>-5-butyl-3,4-dihydroxy-2-(4-pentenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 10 steps

1: 71 percent / H₂ / 10percent Pd/C / methanol / 3 h

2: 94 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

3: 1.) Mg / 1.) THF, 2.) THF, -78 deg C, 30 min

4: 85 percent / oxalyl chloride, dimethyl sulfoxide / CH₂Cl₂ / 1 h / -78 °C

5: 68 percent / 0.14 M Zn(BH₄)2 / diethyl ether / 0.75 h / 0 °C

6: hydrazine hydrate / ethanol / 2 h / Heating

7: aq. Na₂CO₃ / CH₂Cl₂ / 0.08 h / 0 °C

8: triethylamine / CH₂Cl₂ / 0.17 h / 0 °C

9: t-BuOK / tetrahydrofuran / 1.) 0 deg C, 10 min, 2.) room temp., 10 min

10: 95 percent / concentrated HCl / methanol / 0.5 h / Heating

With hydrogenchloride; zinc(II) tetrahydroborate; oxalyl dichloride; potassium tert-butylate; hydrogen; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane;
DOI:10.1021/ja00186a038