Efficient removal of pipecolinate from rapamycin and FK506 by reaction with n-Bu4N+CN-

DOI: 10.1016/S0040-4039(00)60634-2

Source and publish data:

Tetrahedron Letters p. 4599 - 4602 (1993)

Update date:2022-08-03

Topics:

Authors:

Luengo, Juan I.

Rozamus, Leonard W.

Holt, Dennis A.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1016/S0040-4039(00)60634-2

The reaction of rapamycin (1) and FK506 (11) with n-Bu₄N⁺CN^- / aq. THF results in an efficient excision of their pipecolinate subunits, leading in good yields to compounds 3 and 12, respectively. Two sequential ring cleava

Full text of DOI:10.1016/S0040-4039(00)60634-2

Products guided by the article

Product name:(7E,15E,17E,19E)-(2R,3S,6R,9R,10R,12R,14S,21S)-3,9-Dihydroxy-1-((1S,3R,4R)-4-hydroxy-3-methoxy-cyclohexyl)-10,21-dimethoxy-2,6,8,12,14,20-hexamethyl-22-((2S,5R)-5-methyl-6-oxo-tetrahydro-pyran-2-yl)-docosa-7,15,17,19-tetraene-5,11-dione

Cas No:151695-69-1

R&D Labs maybe for 151695-69-1

Hangzhou jls Flame Retardants Chemical Co.,Ltd

Contact:+86-571-87250387/87250386

Address:MOGANSHAN RODA 1418# SHANGCHENG INDUSTRIAL PARK
Hangzhou Haichem Co.,Ltd.

Contact:+86-571-86025531 / 86024803

Address:1218-24 Guangyin Mansion,42 Fengqi East Road
Shanghai Cheerchem Co., Ltd.

Contact:86-21-50966856

Address:Building 5,300 Chuanzhan Road,Pudong New District,Shanghai
Changzhou Sunsheng Chem Co., Ltd

Contact:+1-(989)-854-0648

Address:No. 28 Yinshan Rd., Xixiashu Industrial Park
Manley Biological Technology Co.,Ltd.【Cancel license】

Contact:0086-027-88316689 13290563035

Address:Room 1109 Sunshine Plaza,No.46 Tang Gudun Road,Jianghan District Wuhan Hubei

Relevant to this article

Discovery of a rapidly metabolized, long-acting β₂ adrenergic receptor agonist with a short onset time incorporating a sulfone group suitable for once-daily dosing

Doi:10.1021/jm401532g
(2014)
Organoselenium-mediated Reduction of α,β-Epoxy Esters to β-Hydroxy Esters

Doi:10.1246/cl.1988.507
(1988)
Interception of cobalt-based carbene radicals with α-aminoalkyl radicals: A tandem reaction for the construction of β-ester-γ-amino ketones

Doi:10.1002/anie.201408874
(2015)
Synthesis and conformational analysis of locked carbocyclic analogues of 1,3-diazepinone riboside, a high-affinity cytidine deaminase inhibitor

Doi:10.1021/jo901127a
(2009)
Synthesis of 1-(pyrrolidin-2-ylmethyl)-1H-azoles and their piperidine-derived homologues

Doi:10.2478/s11532-013-0344-y
(2014)
Benzylic brominations with N-bromosuccinimide in (Trifluoromethyl)benzene

Doi:10.1055/s-0029-1216793
(2009)

Article Doi