<1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol

Base Information

• Chemical Name: <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol
• CAS No.: 106139-78-0
• Molecular Formula: C₂₈H₃₂O₄
• Molecular Weight: 432.56
• Mol file: 106139-78-0.mol

Synonyms:<1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol

Chemical Property of <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol

There total 5 articles about <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol 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: 4.5%

<(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin (106139-72-4) → <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol (106139-78-0) + <1R-(1α,2α,3β,4α,5β)>-3-Methyl-4,5-bis(phenylmethoxy)-2-<(phenylmethoxy)methyl>cyclopentanol (106139-79-1)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 0.666667h;

DOI:10.1021/ja00187a031

Reference yield:

(R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-gluco-hept-1-enitol (119111-07-8) → <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol (106139-78-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,2-dichloro-ethane

2: Bu₃SnH, AIBN / toluene / Heating

3: LiAlH₄, AlCl₃

With lithium aluminium tetrahydride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In 1,2-dichloro-ethane; toluene;

DOI:10.1021/ja00236a064

Reference yield:

2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranose (20770-84-7,113566-69-1,113566-70-4) → <1S-(1α,2β,3α,4β,5α)>-2-Methyl-3,4,5-tris(phenylmethoxy)cyclopentanemethanol (106139-78-0)

Guidance literature:

Multi-step reaction with 4 steps

2: 1,2-dichloro-ethane

3: Bu₃SnH, AIBN / toluene / Heating

4: LiAlH₄, AlCl₃

With lithium aluminium tetrahydride; aluminium trichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In 1,2-dichloro-ethane; toluene;

DOI:10.1021/ja00236a064

upstream raw materials:

<(2R)-(2α,4aβ,5β,6α,7β,7aβ)>-Hexahydro-5-methyl-2-phenyl-6,7-bis(phenylmethoxy)cyclopenta-1,3-dioxin

(R)-1,2-Dideoxy-3,4-bis-O-(phenylmethyl)-5,7-O-(phenylmethylene)-D-gluco-hept-1-enitol

2,3-di-O-benzyl-4,6-O-benzylidene-D-glucopyranose

Imidazole-1-carbothioic acid O-[(2R,4R,5R)-4-((1R,2S)-1,2-bis-benzyloxy-but-3-enyl)-2-phenyl-[1,3]dioxan-5-yl] ester

Downstream raw materials:

<1R-(1α,2β,3α,4β,5β)>-1,5-Dimethyl-2,3,4-tris(phenylmethoxy)cyclopentane

C₂₈H₃₁BrO₃

<1R-(1α,2β,3α,4β,5β)>-5-(Methoxymethyl)-1-methyl-2,3,4-tris(phenylmethoxy)cyclopentane