HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-5-(4-ethylbenzyl)-2-methoxyphenyl)tetrahydro-2H-pyran → 2-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-5-chloro-4-(4-ethylbenzyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-2-(4-chloro-5-(4-ethylbenzyl)-2-methoxyphenyl)tetrahydro-2H-pyran | HCID 68789901 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-((2S,3R,4S,5R,6R)-2-allyl-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)-5-chloro-4-(4-ethylbenzyl)phenol | HCID 68795132 | 98% |
Reaction Steps
34 (500 mg, 98% yield) was prepared from 33 (520 mg) using the same procedure used to prepare 25. 1H NMR (300 MHz, CDCl3) δ 8.95 (s, 1H), 7.20-7.39 (m, 18H), 6.87-7.14 (m, 10H), 5.48-5.62 (m, 1H), 4.75-4.99 (m, 5H), 4.65 (d, J=12 Hz, 1H), 4.38-4.49 (m, 3H), 3.69-4.02 (m, 9H), 3.52-3.58 (m, 1H), 3.03 (dd, J=6.3, 16.2 Hz, 1H), 2.75 (dd, J=6.3, 16.2 Hz, 1H), 2.55 (q, J=7.5 Hz, 2H), 1.17 (t, J=7.5 Hz, 3H). LC/MS m/z 827 (M+H+water), 832 (M+Na).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795228B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-d2b535c6a672473db18cd5a38d1d188d |
| Source note | uspto-grants-2010_09 |