(1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine

Base Information

• Chemical Name: (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine
• CAS No.: 307315-87-3
• Molecular Formula: C₂₈H₃₃NO₅
• Molecular Weight: 463.574

Synonyms:(1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine

Chemical Property of (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine

Chemical Property:

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Technology Process of (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine

There total 1 articles about (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-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: 76.0%

(2R,3S,4S,5S,6R)-6-azide-2,3-epoxy-4,5,7-tribenzyloxy-heptan-1-ol (307315-86-2) → (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine (307315-87-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 96h;

DOI:10.1016/S0968-0896(00)00170-X

Reference yield: 72.0%

di-tert-butyl dicarbonate (24424-99-5) + (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine (307315-87-3) → (1'R,2R,3R,4S,5R)-N-tert-butyloxycarbonyl-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine (307315-89-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0968-0896(00)00170-X

Reference yield: 71.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (1'R,2R,3R,4S,5R)-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine (307315-87-3) → (1'R,2R,3R,4S,5R)-N-methyl-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine (307315-88-4)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 20 ℃;

DOI:10.1016/S0968-0896(00)00170-X

upstream raw materials:

(2R,3S,4S,5S,6R)-6-azide-2,3-epoxy-4,5,7-tribenzyloxy-heptan-1-ol

Downstream raw materials:

(1'R,2R,3R,4S,5R)-N-methyl-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine

(1'R,2R,3R,4S,5R)-N-tert-butyloxycarbonyl-[3,4-dibenzyloxy-5-benzyloxymethyl-2-(1',2'-dihydroxy-ethyl)]-pyrrolidine

(2S,3R,4S,5R)-N-tert-butyloxycarbonyl-(3,4-dibenzyloxy-5-benzyloxymethyl)-pyrrolidine-2-carbaldehyde

(2R,3R,4S,5R)-N-methyl-(3,4-dibenzyloxy-2,5-dibenzyloxymethyl)-pyrrolidine

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