(1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

Base Information

Chemical Name:(1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol
CAS No.:149827-92-9
Molecular Formula:C₂₇H₂₈O₄
Molecular Weight:416.517
Hs Code.:

Synonyms:(1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

Chemical Property:

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Technology Process of (1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

There total 7 articles about (1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol 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: 45.4%

: 108-05-4,9003-20-7
vinyl acetate

: (+/-)-t-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

: 149796-49-6
(1S,3S,4R)-1-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

: 149827-92-9
(1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

Guidance literature:: for 50h; Ambient temperature; Pseudomonas fluorescens lipase;
DOI:10.1002/hlca.19940770608

Reference yield: 43.4%

: 108-05-4,9003-20-7
vinyl acetate

: (+/-)-t-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

: 149796-49-6
(1S,3S,4R)-1-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

: 149827-92-9
(1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

Guidance literature:: for 50h; Ambient temperature; Chromobacterium viscosum lipase (CVL);
DOI:10.1016/S0040-4039(00)60482-3

Reference yield:

: 29783-26-4
cis-4-cyclopentene-1,3-diol

: 149827-92-9
(1R,3R,4S)-3-O-acetyl-4-<(triphenylmethoxy)methyl>cyclopentane-r-1,c-3-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0 deg C, 10 min; without cooling, 30 min

2: 95 percent / H₂ / 3)3> / tetrahydrofuran / 5 h / 80 °C / 60004.8 Torr / Au-coated autoclave

3: 98 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.17 h / 0 °C

4: 88 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

5: Bu₄NF*3H₂O / tetrahydrofuran / 5 h / Ambient temperature

6: 45.4 percent / 50 h / Ambient temperature; Pseudomonas fluorescens lipase

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrogen; triethylamine; Wilkinson's catalyst; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/hlca.19940770608