(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

Base Information

Chemical Name:(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole
CAS No.:237404-29-4
Molecular Formula:C₁₅H₂₁NO₃S
Molecular Weight:295.403
Hs Code.:

(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopenta<c>pyrrole

Synonyms:(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

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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 (1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

Chemical Property:

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Technology Process of (1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

There total 5 articles about (1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole 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: 79.0%

: 237404-25-0
(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-<(dimethylphenylsilyl)methyl>hexahydrocyclopentapyrrole

: 237404-29-4
(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

Guidance literature:: With peracetic acid; mercury(II) diacetate; In acetic acid; ethyl acetate; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(99)00425-1

Reference yield:

: 5-(dimethylphenylsilyl)-pent-3-en-1-ol

: 237404-29-4
(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N, DMAP / CH₂Cl₂ / 4 h / 0 °C

2: NaI / acetone / 2 h / Heating

3: 1.) t-BuLi, 2.) CuI/n-Bu₃P / 1.) pentane, Et₂O, -78 deg C, 10 min, room temperature, 60 min, 2.) Et₂O, -40 deg C, 10 min, -78 deg C, 40 min, 3.) THF, Et₂O, -78 deg C, 60 min

4: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

5: 79 percent / peracetic acid, Hg(OAc)2 / acetic acid; ethyl acetate / 3 h / Ambient temperature

With peracetic acid; dmap; copper(l) iodide; tributylphosphine; boron trifluoride diethyl etherate; mercury(II) diacetate; tert.-butyl lithium; triethylamine; sodium iodide; In dichloromethane; acetic acid; ethyl acetate; acetone;
DOI:10.1016/S0040-4020(99)00425-1

Reference yield:

: 1-iodo-5-(dimethylphenylsilyl)-pent-3-ene

: 237404-29-4
(1S,3aS,6aR)-N-<(4-methylphenyl)sulfonyl>-1-hydroxymethylhexahydro-cyclopentapyrrole

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) t-BuLi, 2.) CuI/n-Bu₃P / 1.) pentane, Et₂O, -78 deg C, 10 min, room temperature, 60 min, 2.) Et₂O, -40 deg C, 10 min, -78 deg C, 40 min, 3.) THF, Et₂O, -78 deg C, 60 min

2: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

3: 79 percent / peracetic acid, Hg(OAc)2 / acetic acid; ethyl acetate / 3 h / Ambient temperature

With peracetic acid; copper(l) iodide; tributylphosphine; boron trifluoride diethyl etherate; mercury(II) diacetate; tert.-butyl lithium; In dichloromethane; acetic acid; ethyl acetate;
DOI:10.1016/S0040-4020(99)00425-1