Methanol → (2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate

HRID 1695110노트

반응식

S(Cl)(Cl)=O.[NH:5]1[CH2:13][C@@H:11]([OH:12])[CH2:10][C@@H:6]1[C:7]([OH:9])=[O:8].[CH3:14]O>>[OH:12][C@@H:11]1[CH2:13][NH:5][C@@H:6]([C:7]([O:9][CH3:14])=[O:8])[CH2:10]1

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 440074(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid

생성물 1

HCID 7021430(2R,4S)-methyl 4-hydroxypyrrolidine-2-carboxylate

실험 절차

Thionyl chloride (0.83 ml, 11.4 mmol) is added dropwise into a suspension of H-D-Hyp-OH (1.0 g, 7.6 mmol) in methanol (25 ml) at 0° C. The mix is stirred at room temperature for 1 hr, then 65° C. for another 1 hr. Solvent is evaporated to dryness. Compound 18 is obtained as a white crystal and used for the next step.

후처리

wait65° C. for another 1 hr
customSolvent is evaporated to dryness

출처 및 근거

ORD 기록: ord-f505b88a3c2b4336a8c232e04437f6e4
출처 데이터셋: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08163693B2

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