tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside

Base Information

Chemical Name:tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside
CAS No.:7772-86-3
Molecular Formula:C₁₈H₂₉NO₉
Molecular Weight:403.43
Hs Code.:
DSSTox Substance ID:DTXSID701132863
Nikkaji Number:J1.450.303J
Mol file:7772-86-3.mol

Synonyms:7772-86-3;tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside;[(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-[(2-methylpropan-2-yl)oxy]oxan-2-yl]methyl acetate;DTXSID701132863;AKOS002687923;W-203787

Suppliers and Price of tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside

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

American Custom Chemicals Corporation
TERT-BUTYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE 95.00%
5MG
$ 495.20

Total 6 raw suppliers

Chemical Property of tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside

Chemical Property:

PSA：126.46000
LogP:0.84850
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:10
Exact Mass:403.18423150
Heavy Atom Count:28
Complexity:598

Purity/Quality:

95% ^*data from raw suppliers

TERT-BUTYL-2-ACETAMIDO-3,4,6-TRI-O-ACETYL-2-DEOXY-BETA-D-GLUCOPYRANOSIDE 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)NC1C(C(C(OC1OC(C)(C)C)COC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES:CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC(C)(C)C)COC(=O)C)OC(=O)C)OC(=O)C

Technology Process of tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside

There total 6 articles about tert-Butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside 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: 77.0%

: 148731-71-9
2-pyridyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-1-thio-β-D-glucopyranoside

: 75-65-0
tert-butyl alcohol

: 7772-86-3
tert-butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; methyl iodide; In dichloromethane; at 50 ℃; for 22h;
DOI:10.1016/0008-6215(93)80041-C

Reference yield: 68.0%

: 75-65-0
tert-butyl alcohol

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 7772-86-3
tert-butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With dichloralurea; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; for 24h; Heating;
DOI:10.1016/S0008-6215(00)00237-8

Reference yield:

: 3068-34-6
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester

: 7772-86-3
tert-butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / K₂CO₃ / acetone; toluene / 1 h / 50 °C

2: 77 percent / 4 Angstroem molecular sieves, methyl iodide / CH₂Cl₂ / 22 h / 50 °C

With 4 A molecular sieve; potassium carbonate; methyl iodide; In dichloromethane; acetone; toluene;
DOI:10.1016/0008-6215(93)80041-C