(1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane

Base Information

• Chemical Name: (1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane
• CAS No.: 166045-86-9
• Molecular Formula: C₂₈H₄₀O₅S
• Molecular Weight: 488.689
• Mol file: 166045-86-9.mol

Synonyms:(1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane

Chemical Property of (1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane

There total 1 articles about (1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane 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: 57.0%

p-toluenesulfonyl chloride (98-59-9) + (1S,2R,3R)-3-(benzyloxymethyl)-2-(hydroxymethyl)-1-<5-methyl-hydroxyhexyl>-cyclopentane → (1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1R)-hydroxyhexyl>-2-(tosyloxymethyl)-cyclopentane + (1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane (166045-86-9)

Guidance literature:

With dmap; In dichloromethane; at 0 ℃; for 3.5h; Yields of byproduct given;

DOI:10.1016/0040-4020(94)01136-N

Reference yield: 83.0%

(1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane (166045-86-9) → (1S,2S,3R,4R)-4-(benzyloxymethyl)-1-(4-methylpentyl)-hexahydro-cyclopentafuran

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; at 80 ℃; for 6h;

DOI:10.1016/0040-4020(94)01136-N

Reference yield:

(1S,2R,3R)-3-(benzyloxymethyl)-1-<5-methyl-(1S)-hydroxyhexyl>-2-(tosyloxymethyl) cyclopentane (166045-86-9) → 3-(benzyloxymethyl)-2-(hydroxymethyl)-1-(5-methyl-hexan-1-one) cyclopentane

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; Yield given. Multistep reaction; 1.) CH₂Cl₂, -60 degC, 10 min; 2.) CH₂Cl₂, -60 degC, 1.25 h;

DOI:10.1016/0040-4020(94)01136-N

upstream raw materials:

p-toluenesulfonyl chloride