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

Base Information

Chemical Name:(1R,3R,4S)-3-O-acetyl-1-O-<(4-bromophenyl)sulfonyl>-4-<(triphenylmethoxy)methyl>cyclopentane-1,3-diol
CAS No.:161254-72-4
Molecular Formula:C₃₃H₃₁BrO₆S
Molecular Weight:635.576
Hs Code.:

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

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

There total 7 articles about (1R,3R,4S)-3-O-acetyl-1-O-<(4-bromophenyl)sulfonyl>-4-<(triphenylmethoxy)methyl>cyclopentane-1,3-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: 97.0%

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

: 98-58-8
4-bromobenzenesulfonyl chloride

: 161254-72-4
(1R,3R,4S)-3-O-acetyl-1-O-<(4-bromophenyl)sulfonyl>-4-<(triphenylmethoxy)methyl>cyclopentane-1,3-diol

Guidance literature:: In pyridine; at 0 ℃; for 24h;
DOI:10.1002/hlca.19940770608

Reference yield:

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

: 161254-72-4
(1R,3R,4S)-3-O-acetyl-1-O-<(4-bromophenyl)sulfonyl>-4-<(triphenylmethoxy)methyl>cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 7 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

7: 97 percent / pyridine / 24 h / 0 °C

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

Reference yield:

: cis-3,5-cyclopent-1-ene

: 161254-72-4
(1R,3R,4S)-3-O-acetyl-1-O-<(4-bromophenyl)sulfonyl>-4-<(triphenylmethoxy)methyl>cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / 3)3> / tetrahydrofuran / 5 h / 80 °C / 60004.8 Torr / Au-coated autoclave

2: 98 percent / NaBH₄ / tetrahydrofuran; H₂O / 0.17 h / 0 °C

3: 88 percent / 4-(dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

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

5: 45.4 percent / 50 h / Ambient temperature; Pseudomonas fluorescens lipase

6: 97 percent / pyridine / 24 h / 0 °C

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