[(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:[(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:206191-21-1
Molecular Formula:C₂₉H₃₅NO₆
Molecular Weight:493.6
Hs Code.:

Synonyms:[(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of [(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 8 articles about [(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl 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:

: 99314-44-0
(3-methyloxetan-3-yl)methyl 4-methylbenzenesulfonate

: 206191-21-1
[(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / NaBr / acetone / 30 h / Heating

2: 1.) Cs₂CO₃ / 1.) H₂O, 20 min, 2.) DMF, room temperature, 24 h

3: 1.) BF₃*Et₂O, 2.) TEA / 1.) CH₂Cl₂, 0 deg C to room temperature, 6 h, 2.) 30 min

4: 1.) DMSO, (COCl)2, 2.) DIPEA / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) -78 deg C, 30 min; 0 deg C, 10 min

5: 12 percent / diethyl ether / 25 °C

6: 1.) DMSO, (COCl)2, 2.) DIPEA / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) -78 deg C, 30 min; 0 deg C, 10 min

7: LiBH₄ / CH₂Cl₂; methanol / -78 °C

With lithium borohydride; oxalyl dichloride; TEA; boron trifluoride diethyl etherate; caesium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium bromide; In methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo972294l

Reference yield:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 206191-21-1
[(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Cs₂CO₃ / 1.) H₂O, 20 min, 2.) DMF, room temperature, 24 h

2: 1.) BF₃*Et₂O, 2.) TEA / 1.) CH₂Cl₂, 0 deg C to room temperature, 6 h, 2.) 30 min

3: 1.) DMSO, (COCl)2, 2.) DIPEA / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) -78 deg C, 30 min; 0 deg C, 10 min

4: 12 percent / diethyl ether / 25 °C

5: 1.) DMSO, (COCl)2, 2.) DIPEA / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) -78 deg C, 30 min; 0 deg C, 10 min

6: LiBH₄ / CH₂Cl₂; methanol / -78 °C

With lithium borohydride; oxalyl dichloride; TEA; boron trifluoride diethyl etherate; caesium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo972294l

Reference yield:

: 206191-14-2
1-[N-(9-fluorenylmethyloxycarbonyl)-(1S)-1-amino-2-cyclohexyl-2-oxoethyl]-4-methyl-2,6,7-trioxabicyclo[2.2.2]octane

: 206191-27-7
[(1S,2R)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 206191-21-1
[(1S,2S)-2-Cyclohexyl-2-hydroxy-1-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With lithium borohydride; In methanol; dichloromethane; at -78 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/jo972294l