(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane

Base Information

• Chemical Name: (+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane
• CAS No.: 855662-67-8
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 855662-67-8.mol

Synonyms:(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane

Chemical Property of (+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane

There total 1 articles about (+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane 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: 80.0%

(-)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-dihydroxyl-4-hydroxymethylcyclopentane (341553-94-4) → (+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane (855662-67-8)

Guidance literature:

(-)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-dihydroxyl-4-hydroxymethylcyclopentane; With 1-bromocarbonylmethylethyl acetate; In acetonitrile; at 20 ℃;

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1021/jm050096d

Reference yield: 91.0%

(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane (855662-67-8) + trityl chloride (76-83-5) → (+)-2,3-anhydro-1-O-benzyloxy-4-(O-triphenylmethoxymethyl)-cyclopentane (935683-74-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm061304k

Reference yield: 72.0%

(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane (855662-67-8) → (+)-(1R,2S,4R)-1-O-benzyloxy-2-hydroxyl-4-hydroxymethylcyclopentane (855662-68-9) + (-)-(1R,3R,4R)-1-O-benzyloxy-3-hydroxyl-4-hydroxymethylcyclopentane

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm050096d

upstream raw materials:

(-)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-dihydroxyl-4-hydroxymethylcyclopentane

Downstream raw materials:

(+)-(1R,2S,4R)-1-O-benzyloxy-2-hydroxyl-4-hydroxymethylcyclopentane

(+)-2,3-anhydro-1-O-benzyloxy-4-(O-triphenylmethoxymethyl)-cyclopentane

(+)-(1R,2S,4R)-1-O-benzyloxy-2-hydroxyl-4-(O-trityloxymethyl)cyclopentane

(+)-4-azido-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-cyclopentane