(3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

Base Information

Chemical Name:(3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone
CAS No.:113571-55-4
Molecular Formula:C₂₈H₃₁NO₅
Molecular Weight:461.558
Hs Code.:

Synonyms:(3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

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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 (3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

Chemical Property:

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Technology Process of (3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

There total 7 articles about (3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone 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: 85.0%

: 100-39-0
benzyl bromide

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

: 113571-55-4
(3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.2140

Reference yield:

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

: 113571-55-4
(3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 5 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

5: 1.) NaH / 1.) THF, DMF, RT, 30 min, 2.) HF, DMF, RT, 3 h

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:

: 154815-43-7
(S)-1-benzyl-5-methoxymethoxymethyl-2-pyrrolidinone

: 113571-55-4
(3R,4R,5R)-1-benzyl-3,4-bis(benzyloxy)-5-methoxymethoxymethyl-2-pyrrolidinone

Guidance literature:: Multi-step reaction with 4 steps

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

2: 84 percent / 30percent H₂O₂ / ethyl acetate / 0.33 h / 15 - 20 °C

3: 6 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 13 h / Ambient temperature

4: 1.) NaH / 1.) THF, DMF, RT, 30 min, 2.) HF, DMF, RT, 3 h

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