(1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

Base Information

Chemical Name:(1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol
CAS No.:740817-21-4
Molecular Formula:C₄₄H₄₃NO₅S
Molecular Weight:697.895
Hs Code.:

Synonyms:(1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

Suppliers and Price of (1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

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

Total 0 raw suppliers

Chemical Property of (1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

There total 7 articles about (1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol 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:

: 100-39-0
benzyl bromide

: 740817-14-5
(1S)-2,6-anhydro-3,4,5-tri-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

: 740817-21-4
(1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/jo049406a

Reference yield:

: 162118-38-9
(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol

: 740817-21-4
(1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 97 percent / pyridinium chlorochromate

2.1: nBuLi / diethyl ether; hexane / 1 h / -78 - -75 °C

2.2: 93 percent / diethyl ether; hexane / 1.5 h / -75 - -65 °C

3.1: 93 percent / triethylamine / CH₂Cl₂ / 42 h / 20 °C

4.1: 95 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1 h / 20 °C

5.1: methyl triflate / acetonitrile / 0.25 h / 20 °C

5.2: NaBH₄ / methanol / 0.17 h / 20 °C

5.3: AgNO₃; H₂O / acetonitrile / 0.17 h / 20 °C

6.1: CH₂Cl₂ / 48 h / 20 °C

6.2: 72 percent / DMSO; acetic anhydride / 50 h / 20 °C

7.1: 99 percent / tetrahydrofuran; diethyl ether / 2 h / -50 - -30 °C

8.1: 330 mg / NaH / dimethylformamide / 1 h / 20 °C

With triethylsilane; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; sodium hydride; triethylamine; pyridinium chlorochromate; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo049406a

Reference yield:

: 740816-90-4
2,3,4-tri-O-benzyl-1-C-(2-thiazolyl)-L-fucopyranose

: 740817-21-4
(1S)-2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-1-C-phenyl-1-C-(2-thiazolyl)-L-glycero-D-manno-heptitol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / triethylamine / CH₂Cl₂ / 42 h / 20 °C

2.1: 95 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1 h / 20 °C

3.1: methyl triflate / acetonitrile / 0.25 h / 20 °C

3.2: NaBH₄ / methanol / 0.17 h / 20 °C

3.3: AgNO₃; H₂O / acetonitrile / 0.17 h / 20 °C

4.1: CH₂Cl₂ / 48 h / 20 °C

4.2: 72 percent / DMSO; acetic anhydride / 50 h / 20 °C

5.1: 99 percent / tetrahydrofuran; diethyl ether / 2 h / -50 - -30 °C

6.1: 330 mg / NaH / dimethylformamide / 1 h / 20 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; sodium hydride; triethylamine; methyl trifluoromethanesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo049406a