(2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

Base Information

Chemical Name:(2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate
CAS No.:123130-04-1
Molecular Formula:C₁₆H₂₃NO₇S
Molecular Weight:373.427
Hs Code.:

Synonyms:(2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

Chemical Property:

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Technology Process of (2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

There total 14 articles about (2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate 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: 87.0%

: 123107-64-2
(3S,4R)-N-benzyloxycarbonyl-3-hydroxy-4-((S)-1,2-dihydroxyethyl) piperidine

: 124-63-0
methanesulfonyl chloride

: 123130-04-1
(2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

Guidance literature:: DOI:10.1039/P19890001065

Reference yield:

: 172751-32-5
5-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-β-D-threo-pentofuranose-3-ulose

: 123130-04-1
(2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

Guidance literature:: Multi-step reaction with 8 steps

1: benzene / 4 h / Heating

2: H₂ / 10percent Pd/C / ethyl acetate / 48 h / Ambient temperature

3: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: 98 percent / pyridine / 3 h / 0 °C

5: 96 percent / NaN₃ / dimethylformamide / 6 h / 50 °C

6: 80 percent / trifluoroacetic acid; H₂O / 0.5 h / 0 °C

7: 1.) H₂, 2.) aq. Na₂CO₃ / 1.) 10percent Pd/C / 1.) methanol, water, 4 h, 260 psi, 50 deg C; 2.) ethyl acetate, RT, 13 h

8: 87 percent / pyridine / 5 h / -20 - -10 °C

With lithium aluminium tetrahydride; sodium azide; hydrogen; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; pyridine; water; ethyl acetate; N,N-dimethyl-formamide; trifluoroacetic acid; benzene;
DOI:10.1016/0040-4020(94)01009-O

Reference yield:

: 162517-92-2
5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose

: 123130-04-1
(2S,3'S,4'R)-2-<4'-(N-benzyloxycarbonyl-3'-hydroxy)piperidyl>-2-hydroxyethyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / pyridine / 3 h / 0 °C

2: 96 percent / NaN₃ / dimethylformamide / 6 h / 50 °C

3: 80 percent / trifluoroacetic acid; H₂O / 0.5 h / 0 °C

4: 1.) H₂, 2.) aq. Na₂CO₃ / 1.) 10percent Pd/C / 1.) methanol, water, 4 h, 260 psi, 50 deg C; 2.) ethyl acetate, RT, 13 h

5: 87 percent / pyridine / 5 h / -20 - -10 °C

With sodium azide; hydrogen; sodium carbonate; palladium on activated charcoal; In pyridine; water; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1016/0040-4020(94)01009-O