B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-

Base Information

Chemical Name:B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-
CAS No.:87470-70-0
Molecular Formula:C33H32O5S
Molecular Weight:540.68
Hs Code.:9999999999
Mol file:87470-70-0.mol

Synonyms:B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-;

Suppliers and Price of B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
(2R,4aR,6S,7R,8S,8aR)-7,8-bis(Benzyloxy)-2-phenyl-6-(phenylthio)hexahydropyrano[3,2-d][1,3]dioxine ≥95%
500 mg
$ 232.00

Total 8 raw suppliers

Chemical Property of B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-

Chemical Property:

Melting Point:143-144 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
Boiling Point:675.3±55.0 °C(Predicted)
PSA：71.45000
Density:1.27±0.1 g/cm3(Predicted)
LogP:6.78860
Storage Temp.:2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2R,4aR,6S,7R,8S,8aR)-7,8-bis(Benzyloxy)-2-phenyl-6-(phenylthio)hexahydropyrano[3,2-d][1,3]dioxine ≥95% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Uses This is a protected glucopyranoside useful as a building block for synthesis of complex carbohydrates. The compound has β-phenylthio , 2 and 3 benzyl, and 4,6-benzylidine protecting groups.

Technology Process of B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-

There total 27 articles about B-D-Glucopyranoside,phenyl2,3-bis-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio- 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: 96.0%

: 71676-30-7,87508-18-7,138922-03-9,87508-17-6
(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 100-39-0
benzyl bromide

: 87470-70-0
S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In tetrahydrofuran; Heating;
DOI:10.1016/S0008-6215(98)00218-3

Reference yield: 91.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 100-39-0
benzyl bromide

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 87470-70-0
S-phenyl 2,3-di-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate; With sodium methylate; In methanol; for 18h;

benzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetonitrile; at 50 ℃; for 5h;

benzyl bromide; Further stages;
DOI:10.1002/anie.202010280