(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

Base Information

Chemical Name:(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester
CAS No.:152299-74-6
Molecular Formula:C₄₁H₇₇NO₆Si₂
Molecular Weight:736.236
Hs Code.:

(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

Synonyms:(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

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Chemical Property of (S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

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Technology Process of (S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

There total 10 articles about (S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: (S)-Piperidine-1,2-dicarboxylic acid 2-((1R,2R)-6-allyl-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-3-hydroxy-2-methyl-5-oxo-non-8-enyl) ester 1-tert-butyl ester

: 152299-74-6
(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; lutidine; In dichloromethane;
DOI:10.1021/ja00075a092

Reference yield:

: 75265-80-4
3-allyl-hex-5-en-2-one

: 152299-74-6
(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N

2: 87 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

3: 85 percent / lutidine, TMSOTf / CH₂Cl₂

With trimethylsilyl trifluoromethanesulfonate; lutidine; boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1021/ja00075a092

Reference yield:

: 131719-86-3
(R)-3-[(1S,3R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-2-methyl-propionaldehyde

: 152299-74-6
(S)-Piperidine-2-carboxylic acid (1R,2S,3S)-6-allyl-3-(tert-butyl-dimethyl-silanyloxy)-1-{(R)-2-[(1S,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-cyclohexyl]-1-methyl-ethyl}-2-methyl-5-oxo-non-8-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / tetrahydrofuran / -78 °C

2: 85 percent / EDCl, DMAP / CH₂Cl₂

3: 78 percent / OsO₄, NMO, Pb(OAc)4

4: 87 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

5: 85 percent / lutidine, TMSOTf / CH₂Cl₂

With lead(IV) acetate; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; trimethylsilyl trifluoromethanesulfonate; lutidine; boron trifluoride diethyl etherate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00075a092