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

Base Information

Chemical Name:(3S,4R)-N-benzyloxycarbonyl-3-hydroxy-4-((S)-1,2-dihydroxyethyl) piperidine
CAS No.:123107-64-2
Molecular Formula:C₁₅H₂₁NO₅
Molecular Weight:295.335
Hs Code.:

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

Suppliers and Price of (3S,4R)-N-benzyloxycarbonyl-3-hydroxy-4-((S)-1,2-dihydroxyethyl) piperidine

Supply Marketing:

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

Manufacturers and distributors:

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Total 1 raw suppliers

Chemical Property of (3S,4R)-N-benzyloxycarbonyl-3-hydroxy-4-((S)-1,2-dihydroxyethyl) piperidine

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of (3S,4R)-N-benzyloxycarbonyl-3-hydroxy-4-((S)-1,2-dihydroxyethyl) piperidine

There total 16 articles about (3S,4R)-N-benzyloxycarbonyl-3-hydroxy-4-((S)-1,2-dihydroxyethyl) piperidine 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:

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

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

Guidance literature:: Multi-step reaction with 7 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

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:

: 114738-04-4
(3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

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

Guidance literature:: Multi-step reaction with 8 steps

1: pyridinium perchlorate, 3A molecular sieve / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 4 h / Heating

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

4: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: 98 percent / pyridine / 3 h / 0 °C

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

7: 80 percent / trifluoroacetic acid; H₂O / 0.5 h / 0 °C

8: 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

With lithium aluminium tetrahydride; sodium azide; 3 A molecular sieve; hydrogen; pyridinium perchlorate; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; pyridine; dichloromethane; 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

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

Guidance literature:: Multi-step reaction with 4 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

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