HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → N-Boc-(2S,3S)-(-)-2-Amino-3-methyl-1-pentanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | Boc-L-isoleucine methyl ester | HCID 11791441 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | N-Boc-(2S,3S)-(-)-2-Amino-3-methyl-1-pentanol | HCID 14237729 | 97% |
Reaction Steps
This compound was prepared in 97% yield from the ester 4c (9.84 g, 40 mmol) by reduction with lithium borohydride in dry DME analogous to the method described earlier1,2. TLC Rf 0.47 (eluent MeOH/CHCl3, 7/93). 1H NMR (CDCl3) δ 0.83-1.03 (m, 6H, CHCH3, CH2CH3), 1.03-1.40 (m, 2H, CH2CH3, CH2CH3), 1.44 (s, 9H, t-Bu), 2.21-2.61 (m, 1H, CHCH3), 3.32-3.88 (m, 4H, CHCH2OH), 4.52-4.68 (m, 1H, NH), CI MS, m/e 218 (M+ +1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04820712 |
| Source dataset | uspto-grants-1989_04 |
| ORD ID | ord-a09d34ff561641d9927054c420ae2296 |
| Source note | uspto-grants-1989_04 |