29117-54-2

Usage

Uses

Used in Polymer and Resin Production:
(S)-1,2-Pentanediol is used as a monomer and building block for the production of polymers and resins. Its diol functionality allows it to react with other monomers and form polymer chains, contributing to the properties of the final product.
Used in Adhesive Formulation:
(S)-1,2-Pentanediol is used as a solvent and coupling agent in the formulation of adhesives. Its ability to dissolve and interact with various components helps improve the adhesive's performance and bonding capabilities.
Used in Personal Care Products:
(S)-1,2-Pentanediol is used as a humectant in personal care products, such as skin creams and lotions. Its hygroscopic nature helps retain moisture, providing hydration and improving the skin's appearance.
Used in Pharmaceutical Synthesis:
(S)-1,2-Pentanediol is used as an intermediate in the synthesis of various pharmaceuticals. Its diol functionality allows it to be incorporated into drug molecules, potentially enhancing their therapeutic properties.
Used as a Preservative in Food and Beverage Products:
(S)-1,2-Pentanediol is used as a preservative in food and beverage products due to its antimicrobial properties. It helps prevent spoilage and extends the shelf life of these products.
Used in Application Industry:
(S)-1,2-Pentanediol is used as [application type] for [application reason].

Upstream product

• 41014-93-1 2-(S)-hydroxyvaleric acid 
• 109-67-1 1-penten 
• 5343-92-0 1,2-pentanediol 
• 81947-72-0 1,2-diacetoxypentane 
• 69831-69-2 (S)-2-Benzyloxy-pent-4-en-1-ol 
• 110352-58-4 (S)-2-Benzyloxy-pentanoic acid methyl ester 
• 167777-55-1 (S)-2-Benzyloxy-pentan-1-ol 
• 88945-70-4 ethyl 2-hydroxy-n-valerate 
• 64-19-7 acetic acid 
• 61574-63-8 butyl 2-oxopentanoate 
• 110-62-3 pentanal 
• 584-93-0 2-Bromovaleric acid 
• 100-52-7 benzaldehyde 
• 110320-67-7 2-Benzyloxy-pentanoic acid methyl ester 

Downstream Products

• 123731-68-0 (S)-1,2-epoxypentane 
• 878632-87-2 (S)-2-Phenyl-4-propyl-[1,3]dioxolane 
• 881896-97-5 5-(2-benzyloxy-pentylsulfanyl)-1-phenyl-1H-tetrazole 
• 878632-88-3 5-(2-benzyloxy-pentane-1-sulfonyl)-1-phenyl-1H-tetrazole 
• 934619-59-7 5-(tert-butyl-dimethyl-silanyloxy)-2-{[2-(1-{3-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyloxy]-7-methoxy-2,2,4-trimethyl-decanoylamino}-ethyl)-4-methyl-4,5-dihydro-thiazole-4-carbonyl]-methyl-amino}-3-methyl-pentanoic acid benzyl ester 
• 167777-55-1 (S)-2-Benzyloxy-pentan-1-ol 
• 2305-25-1 ethyl (R)-3-hydroxyhexanoate 
• 123731-69-1 Dibenzyl-amine; compound with (S)-3-hydroxy-hexanoic acid 
• 123808-05-9 (1E,4S)-1-(2-bromo-3,4,5-trimethoxyphenyl)-1-hepten-4-ol 
• 30263-96-8 (2S,3R,5S)-5-Propyl-2-(3,4,5-trimethoxy-phenyl)-tetrahydro-furan-3-ol 
• 123731-55-5 Toluene-4-sulfonic acid (S)-3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester 
• 28890-33-7 (2S,3aS,9bS)-6-Hydroxy-7,8-dimethoxy-2-propyl-2,3,3a,9b-tetrahydro-furo[3,2-c]isochromen-5-one 
• 28890-33-7 monocerin 
• 123808-07-1 (2S,3R,5S)-2-(2-bromo-3,4,5-trimethoxyphenyl)-5-propyltetrahydrofuran-3-ol 

Relevant academic research and scientific papers

Diastereoselective addition of allyltrimethylsilane to N-glyoxyloyl(2R)- bornane-10,2-sultam. A new synthesis of (S)-1,2-pentanediol

Addition of allyltrimethylsilane (3) to N-glyoxyloyl-(2R)-bornane-10,2- sultam (4) in the presence of Lewis acid afforded, in high diastereoselectivity, adduct (2'S')-6 which, after recrystallization, was hydrogenated to give optically pure (S)-1,2-pentanediol (1).

Preparation of Chiral 1,2-Alkanediols with Baker's Yeast-Mediated Oxidation

(S)-1,2-Alkanediols, which were the opposite configuration to those produced by baker's yeast-mediated bioreduction of corresponding 1-hydroxy-2-alkanones, were prepared by baker's yeast-mediated oxidation.Treatment of racemic 1,2-alkanediols with baker's yeast under the aerobic condition followed by removal of the corresponding 1-hydroxy-2-alkanones, which were produced by enantioselective oxidation of (R)-1,2-alkanediols, afforded (S)-1,2-alkanediols.

Kinetic Resolution of 1,2-Diols via NHC-Catalyzed Site-Selective Esterification

A kinetic resolution of 1,2-diols bearing both a secondary and a primary alcohol motif through an N-heterocyclic carbene-catalyzed oxidative acylation reaction has been developed. A site- and enantioselective esterification reaction is involved for this process. Both the monoacylated diols obtained and the remaining enantioenriched 1,2-diols are versatile building blocks for the preparation of functional molecules with proven biological activities.

Total synthesis of halipeptin A, a potent anti-inflammatory cyclodepsipeptide from a marine sponge

Total synthesis of halipeptin A, a potent anti-inflammatory cyclodepsipeptide, was achieved through proline-catalyzed asymmetric α-oxidation, diastereoselective aldol reaction, silver cyanide-mediated esterification, and macrolactamization.

The stereoselective conversion of 2-alkenyl alcohols to (R)- or (S)- alkane-1, 2-diols using D-glucose as a chiral auxiliary

The stereoselective addition of the 2-hydroxyl group of glucose to the mercurated vinyl group of 2-alkenyl glycosides followed by hydride reduction and removal of the saccharide fragment was used to prepare enantiomerically pure 1,2-dihydroxy alkanes. Diols of (R) or (S) configuration can be synthesized from (α)-glycosides or the (β) form respectively. Demercuration with chloride ion led to the insertion of a halo group adjacent to the new chiral center thus allowing for the possibility of further functionalization.

The bakers' yeast reductions of α- and β-keto ester derivatives in the presence of a sulfur compound

Improvement of the enantioselectivity and enhancement of the reactivity were achieved in the bakers' yeast reduction of the α- and β-keto ester derivatives by the addition of a sulfur compound. High enantioselectivity in the bakers' yeast reduction of keto esters was accomplished by using combination of an addition of a sulfur compound with an appropriate selection of the alcohol part of the ester.

Synthesis of optically active β,γ-unsaturated α-amino acids of α,β-unsaturated γ-amino acids. S(N)2- vs. S(N)2'-dichotomy of the Mitsunobu amination of allylic alcohols

Novel and efficient syntheses (6-9 steps, overall yields 10-30%) are described for optically pure β,γ-unsaturated α-amino acids and α,β-unsaturated γ-amino acids, starting from (R)-isopropylidene glyceraldehyde and ethyl (S)-lactate, respectively. The key step is the Mitsunobu reaction of chiral secondary allylic alcohols with phthalimide as the nucleophile, where α,γ allylic transpositions are observed for the first time. The structure-α,γ-ratio-relationship is studied and also the stereochemistry of the allylic transposition. The α-substitution proceeds via clean S(N)2 inversion, whereas the γ-substitution corresponds to an (E)-anti attack of the nucleophilic with varying stereoselectivities.

Total synthesis of myxovirescin A1

Stereocontrolled synthesis of myxovirescin A1 (1a), a 28-membered macrolactam lactone, is accomplished via a highly convergent route. Ring closure of the macrocycle is realized by macrolactamization using the Mukaiyama procedure.

Lipase-Catalyzed Enantiomer Selective Hydrolysis of 1,2-Diol Diacetates

Enantiomer selective hydrolysis of racemic 1,2-diol diacetates (rac-2a-h) was investigated by using the inexpensive commercial porcine pancreatic lipase.The hydrolysis proceeds with variable regioselectivity but with moderate to good enantioselectivity yielding a mixture of isomeric monoacetates (3a-h and 4a-h) and unchanged diacetate enantiomers (2a-h).Evidence was found that both monoacetates (3a-h and 4a-h) are formed with the same sense of enantiomer selectivity.