Home > Organosulfur Compounds> (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenylsulfanyloxane-3,4,5-triol

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenylsulfanyloxane-3,4,5-triol

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Origin: China

Cas No: 2936-70-1

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

Lead time: 7 days for OEM, 3 days for ready goods

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CAS No.: 2936-70-1 Formula: C12H16O5S Molecular Weight: 272.31700

Description

Phenyl β-D-Thioglucopyranoside is used as a reagent for dialkoxytriazine-type glycosyl donors for cellulase-catalyzed lactosylation in preparation of oligosaccharides.

Basic Info

Chemical Name	(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenylsulfanyloxane-3,4,5-triol
Synonyms	Phenyl \|A-D-thioglucoside; Phenyl 1-thio-\|A-D-glucopyranoside; Phenyl1-Thio-beta-D-Glucopyranoside; ARK057; Phenyl \|A-D-thioglucopyranoside;
CAS No.	2936-70-1
Molecular Formula	C12H16O5S
Molecular Weight	272.31700
PSA	115.45000
LogP	-0.42140

Properties

Density	1.48 g/cm3
Boiling Point	510.7ºC at 760 mmHg
Flash Point	262.6ºC
Refractive Index	1.667
Vapor Pressure	2.98E-11mmHg at 25°C

Safety Info

Safety Statements	S26; S36
Risk Statements	R36/37/38
Hazard Codes	Xi

Synthesis Route

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate→(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenylsulfanyloxane-3,4,5-triol
[(2R,3R,4S,5R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate→(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenylsulfanyloxane-3,4,5-triol
thiophenol→(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenylsulfanyloxane-3,4,5-triol

Precursor

[(2R,3R,4S,5R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate
thiophenol
[(2S,3R,4S,5R,6R)-2-methoxy-3,5-bis(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)oxan-4-yl]oxy-trimethylsilane
PHENYLTHIOTRIMETHYLSILANE

Downstream Product

2'-deamino-2'-hydroxyneamine
2,3,4,6-Tetra-O-benzyl-D-gluconic acid-δ-lactone
α-D-glucose
β-D-glucose

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