(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

Base Information

Chemical Name:(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine
CAS No.:127298-79-7
Molecular Formula:C₂₁H₂₇NO₄
Molecular Weight:357.45
Hs Code.:

Synonyms:(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

Suppliers and Price of (2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

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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 (2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

Chemical Property:

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Technology Process of (2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

There total 5 articles about (2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine 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: 74.0%

: 127298-71-9
(2R,3S,4S)-3-benzoyloxy-4-benzyloxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

: 127298-79-7
(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

Guidance literature:: With sodium methylate; In methanol; for 3h; Ambient temperature;
DOI:10.1248/cpb.37.3399

Reference yield:

: 100-39-0
benzyl bromide

: 127298-79-7
(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) toluene, heating, 2 h, 2.) 1 h, over P₂O₅, 3.) DMF, room temperature, 2 h

2: 80 percent / borane-dimethyl sulfide / tetrahydrofuran / 1.5 h / 70 °C

3: 72 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

4: 74 percent / sodium methoxide / methanol / 3 h / Ambient temperature

With dimethylsulfide borane complex; sodium methylate; di(n-butyl)tin oxide; triphenylphosphine; cesium fluoride; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1248/cpb.37.3399

Reference yield:

: 113571-54-3
(3R,4R,5R)-1-benzyl-3,4-dihydroxy-5-(methoxymethoxy)methyl-2-pyrrolidinone

: 127298-79-7
(2R,3S,4S)-4-benzyloxy-3-hydroxy-2-(methoxymethoxy)methyl-N-benzylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dibutyltin oxide, 2.) cesium fluoride / 1.) toluene, heating, 2 h, 2.) 1 h, over P₂O₅, 3.) DMF, room temperature, 2 h

2: 80 percent / borane-dimethyl sulfide / tetrahydrofuran / 1.5 h / 70 °C

3: 72 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature

4: 74 percent / sodium methoxide / methanol / 3 h / Ambient temperature

With dimethylsulfide borane complex; sodium methylate; di(n-butyl)tin oxide; triphenylphosphine; cesium fluoride; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1248/cpb.37.3399