(3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

Base Information

Chemical Name:(3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one
CAS No.:154815-46-0
Molecular Formula:C₁₄H₁₉NO₆
Molecular Weight:297.308
Hs Code.:

Synonyms:(3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

Suppliers and Price of (3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

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Chemical Property of (3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

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Technology Process of (3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

There total 5 articles about (3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one 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: 65.0%

: 113571-53-2
(S)-1-benzyl-5-methoxymethoxymethyl-2-oxo-3-pyrroline

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

: 154815-46-0
(3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; for 13h; Ambient temperature;
DOI:10.1248/cpb.41.1717

Reference yield:

: 100-39-0
benzyl bromide

: 154815-46-0
(3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.)THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 15 h

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 40 min, 2.) THF, hexane, -78 deg C, 15 min

3: 84 percent / 30percent H₂O₂ / ethyl acetate / 0.33 h / 15 - 20 °C

4: 6 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 13 h / Ambient temperature

With osmium(VIII) oxide; dihydrogen peroxide; sodium hydride; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In water; ethyl acetate; acetone;
DOI:10.1248/cpb.41.1717

Reference yield:

: 94615-12-0
(S)-5-(methoxymethoxy)methyl-2-pyrrolidinone

: 154815-46-0
(3R,4S,5S)-1-Benzyl-3,4,5-trihydroxy-5-methoxymethoxymethyl-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.)THF, DMF, RT, 1 h, 2.) THF, DMF, RT, 15 h

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 40 min, 2.) THF, hexane, -78 deg C, 15 min

3: 84 percent / 30percent H₂O₂ / ethyl acetate / 0.33 h / 15 - 20 °C

4: 6 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 13 h / Ambient temperature

With osmium(VIII) oxide; dihydrogen peroxide; sodium hydride; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In water; ethyl acetate; acetone;
DOI:10.1248/cpb.41.1717