(2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

Base Information

Chemical Name:(2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine
CAS No.:162470-33-9
Molecular Formula:C₂₄H₃₁NO₅S
Molecular Weight:445.58
Hs Code.:

Synonyms:

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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,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

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Technology Process of (2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

There total 9 articles about (2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine 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:

: 162470-32-8
(2S,3R,6S)-3-benzyloxy-6-ethoxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

: 162470-33-9
(2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

Guidance literature:: With sodium tetrahydroborate; In formic acid; at 0 ℃; Yield given;
DOI:10.1016/0040-4039(95)00058-K

Reference yield:

: 162470-28-2
N-<1-(2-furyl)-4-methoxymethoxybut-2-enyl>toluene-p-sulfonamide

: 162470-33-9
(2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

Guidance literature:: Multi-step reaction with 5 steps

1: 42 percent / Ti(OiPr)4, titanium(IV) isopropyl D-tartrate, calcium hydride, silica gel, tert-butyl hydroperoxide / CH₂Cl₂ / 72 h / 25 °C

2: 92 percent / BF₃*Et₂O, molecular sieves 4A / diethyl ether / Ambient temperature

3: 88 percent / sodium boranuide / methanol / 2 h / -40 - -30 °C

4: 1.) NaH, Bu₄NI / 1.) THF, 20 min, 2.) THF, 1 h

5: 80 percent / sodium boranuide, formic acid / 0.5 h / -50 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; formic acid; calcium hydride; 4 A molecular sieve; titanium(IV) isopropyl D-tartrate; boron trifluoride diethyl etherate; silica gel; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; diethyl ether; dichloromethane;

Reference yield:

: 162470-29-3
(2S,6S)-6-hydroxy-2-(3-methoxymethoxyprop-1-enyl)-1-tosyl-1,2,3,6-tetrahydropyridin-3-one

: 162470-33-9
(2S,3R)-3-benzyloxy-2-<(Z)-3'-methoxymethoxyprop-1'-enyl>-1-tosylpiperidine

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / BF₃*Et₂O, molecular sieves 4A / diethyl ether / Ambient temperature

2: 88 percent / sodium boranuide / methanol / 2 h / -40 - -30 °C

3: 1.) NaH, Bu₄NI / 1.) THF, 20 min, 2.) THF, 1 h

4: 80 percent / sodium boranuide, formic acid / 0.5 h / -50 °C

With sodium tetrahydroborate; formic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; diethyl ether;