81096-93-7

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(R)-4-Benzyloxy-1,3-butanediol is utilized as a chiral building block in the synthesis of various pharmaceuticals and agrochemicals. Its chiral nature allows for the creation of enantiomerically pure compounds, which is crucial for the development of effective and safe drugs and agrochemicals.
Used in Flavor and Fragrance Industry:
(R)-4-Benzyloxy-1,3-butanediol is also employed in the production of flavors and fragrances, where its unique properties contribute to the creation of distinct and appealing scents and tastes.
Used in Antimicrobial Applications:
(R)-4-Benzyloxy-1,3-butanediol has been explored for its potential antimicrobial properties, making it a candidate for use in applications that require the inhibition of microbial growth, such as in the development of antimicrobial coatings or disinfectants.
Used in Anticancer Research:
Furthermore, (R)-4-Benzyloxy-1,3-butanediol has been investigated for its potential anticancer properties, indicating its possible use in the development of novel cancer treatments or as a component in existing therapeutic strategies.

InChI:InChI=1/C11H16O3/c12-7-6-11(13)9-14-8-10-4-2-1-3-5-10/h1-5,11-13H,6-9H2/t11-/m1/s1

Upstream product

• 69152-87-0 4-benzyloxycrotonaldehyde 
• 78469-85-9 (2S,3S)-4-benzyloxy-2,3-epoxy-1-butanol 
• 88753-40-6 Benzoic acid (S)-4-benzyloxy-3-methanesulfonyloxy-butyl ester 
• 78513-07-2 ((2R,3S)-3-((benzyloxy)methyl)oxiran-2-yl)methanol 
• 100-39-0 benzyl bromide 
• 85418-23-1 (S)-1-O-benzyl-1,2,4-butanetriol 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 69152-88-1 4-(benzyloxy)-2-buten-1-ol 
• 88753-37-1 Benzoic acid (S)-4-benzyloxy-3-hydroxy-butyl ester 
• 80885-30-9 (E)-4-(benzyloxy)-2-buten-1-ol 
• 745831-99-6 (2R,3S)-4-Benzyloxy-2-chloro-3-hydroxy-butyric acid (1R,2S)-1-(toluene-4-sulfonylamino)-indan-2-yl ester 
• 60656-87-3 benzyloxyacetoaldehyde 
• 745831-92-9 (R)-4-Benzyloxy-3-hydroxy-butyric acid (1R,2S)-1-(toluene-4-sulfonylamino)-indan-2-yl ester 
• 760189-02-4 (R)-4-Benzyloxy-3-hydroxy-1-[(R)-4-(1-methyl-1-triethylsilanyloxy-ethyl)-2-thioxo-thiazolidin-3-yl]-butan-1-one 

Downstream Products

• 196861-61-7 2,2-Dimethyl-propionic acid (R)-4-benzyloxy-3-hydroxy-butyl ester 
• 70005-88-8 (R)-1,2,4-butanetriol 
• 264603-16-9 (3R)-4-benzyloxy-3-(4-methoxy-benzyloxy)-butyraldehyde 
• 1321980-70-4 C₂₄H₃₁N₃O₅ 
• 1321980-73-7 (4aR,6S,7aS)-6-(benzyloxymethyl)-2,2-dimethylhexahydro[1,3]dioxino[5,4-b]pyrrole 
• 1321980-72-6 C₁₇H₂₅N₃O₆S 
• 1321980-71-5 C₁₆H₂₃N₃O₄ 
• 1321980-67-9 2-azido-6-(benzyloxy)-5-(4-methoxybenzyloxy)hexane-1,3-diol 
• 1321980-64-6 (3-{3-(benzyloxy)-2-[(4-methoxybenzyl)oxy]propyl}oxiran-2-yl)methanol 
• 1321980-63-5 C₂₁H₂₆O₄ 
• 1321980-62-4 C₂₃H₂₈O₅ 
• 1321980-61-3 C₁₉H₂₄O₄ 
• 115369-26-1 (R)-4-Benzenesulfonyl-1-benzyloxy-butan-2-ol 
• 115369-25-0 (R)-1-Benzyloxy-4-phenylsulfanyl-butan-2-ol 

Relevant academic research and scientific papers

Tin-mediated regioselective benzylation and allylation of polyols: Applicability of a catalytic approach under solvent-free conditions

The first catalytic version of the stannylene-mediated benzylation and allylation of polyols is reported. The methodology is based on a simple solvent-free protocol that significantly advances, in terms of both experimental ease and synthetic scope, the a

Highly diastereoselective construction of substituted pyrrolidines: Formal synthesis of (-)-bulgecinine

A highly diastereoselective synthesis of substituted pyrrolidines has been achieved starting from nonchiral molecule, allyl bromide, or cis-but-2-ene-1,4-diol. The method involves the asymmetric epoxidation and endo-mode epoxide opening with azide nucleop

Organocatalysis in natural product synthesis: A simple one-pot approach to optically active β-diols

Optically active β-diols have been prepared using an organocatalytic one-pot approach from α,β-unsaturated aldehydes using (E)-benzaldehyde oxime as nucleophile in an oxa-Michael reaction with subsequent in situ reduction or Grignard addition. With this p

Stereoselective syntheses of rolliniastatin 1, rollimembrin, and membranacin

A radical cyclization of β-alkoxyvinyl sulfoxides-Pummerer rearrangement-allylation protocol was successfully applied to the synthesis of the threol cis/threol cis/erythro bis-oxolane moiety in rolliniastatin 1 (1), rollimembrin (2), and membranacin (3).

Stereoselective chloroacetate aldol reactions: Syntheses of acetate aldol equivalents and darzens glycidic esters

Aldol reaction of the Ti-enolate derived from cis-1-tosylamido-2-indanyl chloroacetate with representative aldehydes proceeded in excellent yield and high diastereoselectivities. Removal of chlorine provided alternative access to highly diastereoselective acetate aldol equivalents or the corresponding glycidic ester condensation products.

Synthesis of a new N-acetyl thiazolidinethione reagent and its application to a highly selective asymmetric acetate aldol reaction

(Chemical Equation Presented) A new N-acetyl thiazolidinethione reagent, which undergoes highly diastereoselective aldol reactions upon enolization with dichlorophenylborane and (-)-sparteine and subsequent treatment with a variety of aldehydes, is descri

Toward a total synthesis of an aglycone of spiramycin; a chiron approach to the C-1/C-4 and the C-13/C-15 fragments

Acetalisation of p-anisaldehyde by either (R) or (S)-butanetriol has been shown to occur selectively and quantitatively by using Noyori's protocol. The crystalline dioxane derivatives R-6a and S-6a which formed respectively in these conditions have been converted efficiently into the title fragments of spiramycin.

Minor synthetic capacities of baker's yeast towards unnatural substrates

Baker's yeast catalyzes numerous transformations on reactive substrates. α,β-Unsaturated aldehydes undergo water addition with the formation of chiral secondary alcohols, but sulfur nucleophiles (mercaptans) chemically add to the double bond with the partial kinetic resolution observed in the secondary thiol obtained, following enantioselective reduction of the intermediate aldehydes.These sulfur nucleophiles however interact with the yeast metabolic pathway allowing the isolation of carbohydrate derived chiral intermediates.The use of deuterated precursors orperforming the fermentation in D2O allows the isolation of chiral glycerol derivatives stereoselectively deuterated at different positions.

Stereocontrolled Total Synthesis of 9(R)-N-BOC-Ahda Methyl Ester

An efficient convergent route to the first total synthesis of 9(R)-N-BOC-Ahda methyl ester, in optically pure form, is described.

Conversion of 4-Oxy-Substituted Crotonaldehyde into 1-Protected (2R)-1,2,4-Butanetriol: A New Synthetic Capacity of Bakers' Yeast

The bakers' yeast mediated conversion of 4-oxy-substituted crotonaldehydes 3 and 4 into 1-protected (2R)-1,2,4-butadienetriols 7a and 8a, in ca. 25percent yields, is reported.