HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R,S)-Boc-2-amino-tetradecanoic acid → tert-butyl N-[1-(hydroxymethyl)pentadecyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R,S)-Boc-2-amino-tetradecanoic acid | HCID 2756016 | — |
| Reactant | 2,3,4,6-Tetra-o-acetyl-n-{1-(r/s)-[(tert-butoxycarbonyl)-amino]dodecyl}-beta-d-glucopyranosylamide | HCID 131726726 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | tert-butyl N-[1-(hydroxymethyl)pentadecyl]carbamate | HCID 15673748 | 82% |
Reaction Steps
Procedure as for 44, Method C (using 42 in place of 41). RF=0.72 chloroform:methanol 10:0.7 (v/v); yield 82%; 1H NMR δ 3.69-3.45 (m, 2H, αCH, CH2a), 2.97 (m, 1H, CH2b), 1.41 (s, 9H, 3×Boc CH3), 1.25 (m, 18H, 13CH2), 0.88 (t, 3H, CH3); FAB MS C21H43NO3 (357.32) m/z (%) 380 [M+Na]+ (15), 258 [M−Boc+H]+ (100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312194B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-6aee1f40dd394b2baba867522ee515ed |
| Source note | uspto-grants-2007_12 |