(2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine

Base Information

• Chemical Name: (2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine
• CAS No.: 1231217-52-9
• Molecular Formula: C₃₁H₃₉NO₆
• Molecular Weight: 521.654

Synonyms:(2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine

Chemical Property of (2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine

Chemical Property:

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Technology Process of (2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine

There total 1 articles about (2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine 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: 92.0%

(2S,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide (904893-22-7) + 3-bromopropanal dimethyl acetal (36255-44-4) → (2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine (1231217-52-9)

Guidance literature:

3-bromopropanal dimethyl acetal; With magnesium; In tetrahydrofuran; Heating;

(2S,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-0029-1219540

Reference yield: 43.0%

(2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine (1231217-52-9) → (3S,4S,5S)-2-(benzyloxymethyl)-3,4-bis(benzyloxy)-5-(3,3-dimethoxypropyl)pyrroline N-oxide + (3S,4S,5S)-2-(3,3-dimethoxypropyl)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)pyrroline N-oxide

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/acs.joc.5b00342

Reference yield:

(2S,3S,4S,5S)-1-hydroxyl-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine (1231217-52-9) → (2S,3S,4S,5S)-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine (1231217-50-7)

Guidance literature:

With copper diacetate; acetic acid; zinc; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0029-1219540

upstream raw materials:

(2S,3S,4S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyrrole-1-oxide

3-bromopropanal dimethyl acetal

Downstream raw materials:

(2S,3S,4S,5S)-3,4-bis-(benzyloxy)-2-((benzyloxy)methyl)-5-(3,3-dimethoxypropyl)pyrrolidine

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