<1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

Base Information

Chemical Name:<1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol
CAS No.:160344-10-5
Molecular Formula:C₂₀H₂₈N₂O₅S
Molecular Weight:408.519
Hs Code.:

Synonyms:<1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

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Chemical Property of <1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

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Technology Process of <1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

There total 12 articles about <1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol 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: 98.0%

: 622-78-6
Benzyl isothiocyanate

: 160343-86-2
<1R-(1α,2β,3β,4β,5β)>-5-Amino-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

: 160344-10-5
<1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

Guidance literature:: In tetrahydrofuran; at 24 ℃; for 4h;
DOI:10.1021/jo00095a021

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 160344-10-5
<1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / Dess-Martin reagent / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 43 percent / DABCO / dimethylformamide / 1 h

4: 99 percent / CeCl₃*7H₂O, NaBH₄ / ethanol / 0.5 h / Ambient temperature

5: 84 percent / DMAP / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 30 min

6: 89 percent / 85percent m-chloroperoxybenzoic acid / CHCl₃ / 96 h / Ambient temperature

7: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.5 h / Ambient temperature

8: 92 percent / NaN₃, NH₄Cl / dimethylformamide / 16 h / 100 °C

9: 82 percent / p-TsOH*H₂O / dimethylformamide / 16 h / Ambient temperature

10: 1.) PPh₃, 2.) H₂O / 1.) THF, 5 d, 2.) r.t., 5 h

11: 98 percent / tetrahydrofuran / 4 h / 24 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; sodium tetrahydroborate; sodium azide; cerium(III) chloride; water; hydrogen; ammonium chloride; Dess-Martin periodane; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00095a021

Reference yield:

: 160343-78-2
(3aR,6aR)-6-{{[(1,1-dimethylethyl)dimethylsilyl]oxy}methyl}-3a,6a-dihydro-2,2-dimethyl-4H-cyclopenta[d]-1,3-dioxol-4-one

: 160344-10-5
<1R-(1α,2β,3β,4β,5β)>-5-<<(Benzylamino)thiocarbonyl>amino>-1,1':2,3-bis(isopropylidenedioxy)-1-methylcyclopentan-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / CeCl₃*7H₂O, NaBH₄ / ethanol / 0.5 h / Ambient temperature

2: 84 percent / DMAP / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 30 min

3: 89 percent / 85percent m-chloroperoxybenzoic acid / CHCl₃ / 96 h / Ambient temperature

4: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.5 h / Ambient temperature

5: 92 percent / NaN₃, NH₄Cl / dimethylformamide / 16 h / 100 °C

6: 82 percent / p-TsOH*H₂O / dimethylformamide / 16 h / Ambient temperature

7: 1.) PPh₃, 2.) H₂O / 1.) THF, 5 d, 2.) r.t., 5 h

8: 98 percent / tetrahydrofuran / 4 h / 24 °C

With dmap; sodium tetrahydroborate; sodium azide; cerium(III) chloride; water; hydrogen; ammonium chloride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00095a021