tert-Butyldiphenylchlorosilane → HCID 66723718, compound

HRID 1476325Notes

Reaction equation

[Si:1]([O:18][CH2:19][C@@H:20]1[CH2:25][O:24][CH2:23][CH2:22][N:21]1[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OC[C@@H]1COCCN1C(OC(C)(C)C)=O.C([Si](Cl)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C>>[Si:1]([O:18][CH2:19][C@H:20]1[CH2:25][O:24][CH2:23][CH2:22][N:21]1[C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])([C:14]([CH3:16])([CH3:17])[CH3:15])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 94078tert-Butyldiphenylchlorosilane

HCID 1514267tert-Butyl (3R)-3-(hydroxymethyl)morpholine-4-carboxylate

HCID 66723833HCID 66723833, compound

Product 1

HCID 66723718HCID 66723718, compoundYield 95%

Procedure

The title product (2.0 g, yield: 95%) was prepared using a procedure similar to the one described for the synthesis of INTERMEDIATE 102. (R)-tert-Butyl 3-(hydroxymethyl)morpholine-4-carboxylate (commercially available, 1.0 g, 4.60 mmol) and tert-butylchlorodiphenylsilane (1.4 ml, 5.52 mmol) were used as starting materials. The title product was purified by column chromatography (ISCO, eluting with 0→50% EtOAc/hexanes).

Workup

customThe title product was purified by column chromatography (ISCO, eluting with 0→50% EtOAc/hexanes)

Sources & evidence

ORD record: ord-879f688641ec437fbe9f0808ee78c35c
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018381B2

Reaction notes

Loading…