allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Base Information

Chemical Name:allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside
CAS No.:344615-45-8
Molecular Formula:C₄₇H₆₃N₃O₇Si₂
Molecular Weight:838.204
Hs Code.:

allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Synonyms:allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Suppliers and Price of allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

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 allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

There total 9 articles about allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside 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:

: 824-94-2
p-methoxybenzyl chloride

: 500783-40-4
(2R,3S,4R,5S,6S)-6-Allyloxy-5-azido-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

: 344615-45-8
allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -23 ℃; for 5h;
DOI:10.1016/S0040-4039(01)00246-5

Reference yield:

: 128241-14-5
allyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside

: 344615-45-8
allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 76 percent / oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂ / 2 h / -78 - 0 °C

2: 80 percent / BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3: 1.8-diazabicyclo[5.4.0]undec-7-ene / dimethylsulfoxide / 3 h / 0 °C

4: NaN₃; 15-crown-5; hexamethylphosphoric triamide / 17 h / 70 °C

5: 30.7 g / NaBH₄ / methanol / 1.5 h / 0 °C

6: imidazole / dimethylformamide / 17 h / 20 - 60 °C

7: 15.8 g / camphorsulfonic acid / methanol; tetrahydrofuran / 26 h / 20 °C

8: imidazole / dimethylformamide / 2 h / 0 °C

9: 13.9 g / NaH / dimethylformamide / 5 h / -23 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; sodium azide; oxalyl dichloride; 15-crown-5; camphor-10-sulfonic acid; sodium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01058-X

Reference yield:

: 228565-56-8
allyl 3-O-benzyl-4,6-O-benzylidene-α-D-arabino-hexopyranosid-2-ulose

: 344615-45-8
allyl 2-azido-3-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-C-(tert-butyldiphenylsilyloxymethyl)-2-deoxy-4-O-(p-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2: 1.8-diazabicyclo[5.4.0]undec-7-ene / dimethylsulfoxide / 3 h / 0 °C

3: NaN₃; 15-crown-5; hexamethylphosphoric triamide / 17 h / 70 °C

4: 30.7 g / NaBH₄ / methanol / 1.5 h / 0 °C

5: imidazole / dimethylformamide / 17 h / 20 - 60 °C

6: 15.8 g / camphorsulfonic acid / methanol; tetrahydrofuran / 26 h / 20 °C

7: imidazole / dimethylformamide / 2 h / 0 °C

8: 13.9 g / NaH / dimethylformamide / 5 h / -23 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; sodium azide; 15-crown-5; camphor-10-sulfonic acid; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; hexane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)01058-X