(2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

Base Information

Chemical Name:(2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine
CAS No.:162470-35-1
Molecular Formula:C₂₂H₂₉NO₆S
Molecular Weight:435.541
Hs Code.:

Synonyms:(2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

Suppliers and Price of (2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

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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,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

Chemical Property:

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Technology Process of (2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

There total 10 articles about (2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)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: 90.0%

: 162470-34-0
(2S,3R,7S,8R)-3-benzyloxy-2-(1',2'-dihydroxy-3'-methoxymethoxypropyl)-1-tosylpiperidine

: 162470-35-1
(2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

Guidance literature:: With toluene-4-sulfonic acid; In tert-butyl alcohol; Heating;
DOI:10.1016/0040-4039(95)00058-K

Reference yield:

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

: 162470-35-1
(2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

Guidance literature:: Multi-step reaction with 7 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

6: 14 percent / DHDQ-CLB, CH₃SO₂NH₂, OsO₄, N-methylmorpholine N-oxide / acetone; toluene; H₂O / 4 h / other reagent: DHQ-CLB

7: 90 percent / p-TsOH / 2-methyl-propan-2-ol / 2 h / Heating

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; osmium(VIII) oxide; formic acid; calcium hydride; methanesulfonamide; 4 A molecular sieve; DHDQ-CLB; titanium(IV) isopropyl D-tartrate; boron trifluoride diethyl etherate; silica gel; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In methanol; diethyl ether; dichloromethane; water; acetone; toluene; tert-butyl alcohol;

Reference yield:

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

: 162470-35-1
(2S,3R,7S,8R)-3-benzyloxy-1-tosyl-2-(1',2',3'-trihydroxypropyl)piperidine

Guidance literature:: Multi-step reaction with 6 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

5: 14 percent / DHDQ-CLB, CH₃SO₂NH₂, OsO₄, N-methylmorpholine N-oxide / acetone; toluene; H₂O / 4 h / other reagent: DHQ-CLB

6: 90 percent / p-TsOH / 2-methyl-propan-2-ol / 2 h / Heating

With sodium tetrahydroborate; osmium(VIII) oxide; formic acid; methanesulfonamide; 4 A molecular sieve; DHDQ-CLB; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In methanol; diethyl ether; water; acetone; toluene; tert-butyl alcohol;