[(Z)-3-bromoprop-1-enyl]-tributylstannane → Acetic acid (R)-1-((Z)-3-tributylstannanylallyl)-pyrrolidin-3-yl ester

HRID 1778397Notes

Reaction equation

HRID 1778397 reaction equation
[CH2:1]([N:3]([CH2:20][CH3:21])[CH2:4]/[CH:5]=[CH:6]\[Sn:7]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11])[CH3:2].BrC/C=C\[Sn](CCCC)(CCCC)CCCC.N1CC[C@@H]([O:44][C:45](=[O:47])[CH3:46])C1>>[CH2:8]([Sn:7]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:12][CH2:13][CH2:14][CH3:15])/[CH:6]=[CH:5]\[CH2:4][N:3]1[CH2:1][CH2:2][C@@H:21]([O:47][C:45](=[O:44])[CH3:46])[CH2:20]1)[CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 3

HCID 10949620[(Z)-3-bromoprop-1-enyl]-tributylstannane2×HCID 15046663(3R)-pyrrolidin-3-yl acetateHCID 86684726N,N-diethyl-N-((Z)-1-tributylstannanylprop-1-en-3-yl)amine

Product 1

HCID 66685747Acetic acid (R)-1-((Z)-3-tributylstannanylallyl)-pyrrolidin-3-yl ester

Procedure

Prepared by proceeding in a similar manner to Intermediate 3, starting from ((Z)-3-bromoprop-1-en-1-yl)-tributyl-stannane (Intermediate 2) and acetic acid (R)-pyrrolidin-3-yl ester.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-c92374320234484aa7627359951c0d8d
Source dataset
uspto-grants-2016_02
Patent number
US09266896B2

Reaction notes

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