Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate

Base Information

Chemical Name:Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate
CAS No.:120308-52-3
Molecular Formula:C46H48ClNO8S
Molecular Weight:810.39322
Hs Code.:
Mol file:120308-52-3.mol

Synonyms:Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate;5-(AcetylaMino)-2-chloro-2,5-dideoxy-3-S-phenyl-4,7,8,9-tetrakis-O-(phenylMethyl)-3-thio-D-erythro-L-gluco-2-nonulopyranosonic Acid Methyl Ester

Suppliers and Price of Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate

Supply Marketing:

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

Manufacturers and distributors:

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Chemicals and raw materials
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TRC
Methyl5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate
50mg
$ 1230.00

Total 2 raw suppliers

Chemical Property of Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate

Chemical Property:

Boiling Point:893.8±65.0 °C(Predicted)
PKA:13.48±0.70(Predicted)
PSA：130.34000
Density:1.28±0.1 g/cm3(Predicted)
LogP:8.97220

Purity/Quality:

95% ^*data from raw suppliers

Methyl5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Uses A sialic acid derivative A sialic acid derivative.

Technology Process of Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate

There total 15 articles about Methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erytho-L-gluco-2-nonulopyranosonate 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: 99.0%

: 139684-71-2
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-3,5-dideoxy-3-phenylthio-D-erythro-β-L-gluco-2-nonulopyranosonate

: 120308-52-3
(3S,4R,5S,6R)-5-Acetylamino-4-benzyloxy-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-tris-benzyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With tetrachloromethane; Hexamethylphosphorous triamide; In tetrahydrofuran; from -78 deg C to 20 deg C;
DOI:10.1016/S0040-4039(00)80400-1

Reference yield: 99.0%

: 139684-71-2
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-3,5-dideoxy-3-phenylthio-D-erythro-β-L-gluco-2-nonulopyranosonate

: 120308-52-3,128705-82-8
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erythro-β-L-gluco-2-nonulopyranosonate

Guidance literature:: With tetrachloromethane; Hexamethylphosphorous triamide; In tetrahydrofuran; -78 deg C -> room temp. (3h);
DOI:10.1016/S0040-4020(01)97586-6

Reference yield:

: 116096-67-4,116180-63-3,125356-39-0,125356-40-3,128658-86-6
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2,3,5-trideoxy-2-fluoro-3-phenylseleno-D-erythro-α-L-gluco-nonulopyranosate

: 120308-52-3,128705-82-8
methyl 5-acetamido-4,7,8,9-tetra-O-benzyl-2-chloro-2,3,5-trideoxy-3-phenylthio-D-erythro-β-L-gluco-2-nonulopyranosonate

Guidance literature:: Multi-step reaction with 5 steps

1: 19 percent / AgOSO₂CF₃, SnCl₂ / CCl₄ / molecular sieves; -20 deg, 30 min, then 0 deg C, 30 min, then room temp., 2h

2: 78 percent / N-bromosuccinimide / acetonitrile; H₂O / 0.5 h / 60 °C

3: 4.23 g / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / 0 deg C, 2h, then room temp., 1h

4: DBU / toluene / 0 deg C, 2h, then room temp., 30 min.

5: 99 percent / (Me₂N)3P, CCl₄ / tetrahydrofuran / -78 deg C -> room temp. (3h)

With tetrachloromethane; N-Bromosuccinimide; potassium tert-butylate; silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tin(ll) chloride; Hexamethylphosphorous triamide; In tetrahydrofuran; tetrachloromethane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)97586-6