(+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane

Base Information

• Chemical Name: (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane
• CAS No.: 935683-77-5
• Molecular Formula: C₃₂H₃₀F₂O₂
• Molecular Weight: 484.586
• Mol file: 935683-77-5.mol

Synonyms:(+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane

Chemical Property of (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane

There total 5 articles about (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-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: 68.0%

(-)-4-O-benzyloxy-2-(O-triphenylmethyloxymethyl)-cyclopentan-1-one (935683-76-4) → (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane (935683-77-5)

Guidance literature:

With diethylamino-sulfur trifluoride; at 40 ℃; for 36h;

DOI:10.1021/jm061304k

Reference yield:

(+)-(1R,2S,3S,4R)-1-O-benzyloxy-2,3-anhydro-4-hydroxymethylcyclopentane (855662-67-8) → (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane (935683-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 92 percent / Super-Hydride / tetrahydrofuran / 0.5 h / 20 °C

3: 81 percent / pyridinium dichromate; acetic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

4: 68 percent / diethylaminosulfur trifluoride / 36 h / 40 °C

With dmap; dipyridinium dichromate; diethylamino-sulfur trifluoride; 4 A molecular sieve; lithium triethylborohydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm061304k

Reference yield:

(+)-2,3-anhydro-1-O-benzyloxy-4-(O-triphenylmethoxymethyl)-cyclopentane (935683-74-2) → (+)-4-O-benzyloxy-1,1-difluoro-2-(O-triphenylmethyloxymethyl)-cyclopentane (935683-77-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / Super-Hydride / tetrahydrofuran / 0.5 h / 20 °C

2: 81 percent / pyridinium dichromate; acetic acid; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

3: 68 percent / diethylaminosulfur trifluoride / 36 h / 40 °C

With dipyridinium dichromate; diethylamino-sulfur trifluoride; 4 A molecular sieve; lithium triethylborohydride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm061304k

upstream raw materials:

(-)-4-O-benzyloxy-2-(O-triphenylmethyloxymethyl)-cyclopentan-1-one

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

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

(+)-1-O-benzyloxy-3-hydroxy-4-(O-triphenylmethyloxymethyl)-cyclopentane

Downstream raw materials:

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

(-)-2-(O-tert-butyldiphenylsilyloxymethyl)-1,1-difluoro-cyclopentanamine

(+)-1-[2,3-dideoxy-3,3-difluoro-4-(O-tert-butyldiphenylsilyloxymethyl)-cyclopentanyl]cytosine

C₂₇H₂₉ClF₂N₄OSi