D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]-

Base Information

Chemical Name:D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]-
CAS No.:133908-22-2
Molecular Formula:C22H29N3O3Si
Molecular Weight:411.576
Hs Code.:
Mol file:133908-22-2.mol

Synonyms:D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]-

Suppliers and Price of D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]-

Supply Marketing:

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

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Chemical Property of D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]-

Chemical Property:

PSA：77.44000
LogP:3.45606

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]-

There total 13 articles about D-ERYTHRO-PENTOFURANOSIDE, METHYL 3-AZIDO-2,3-DIDEOXY-5-O-[(1,1-DIMETHYLETHYL)DIPHENYLSILYL]- 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: 90.0%

: methyl 3-azido-2,3-dideoxy-αβ-D-erythro-pentofuranoside

: 58479-61-1
tert-butylchlorodiphenylsilane

: 133908-22-2
methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-α,β-D-erythor-pentofuranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1021/jo00008a006

Reference yield: 82.0%

: 114071-61-3,114071-62-4
Trifluoro-methanesulfonic acid (2R,3R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-tetrahydro-furan-3-yl ester

: 133908-22-2
methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-α,β-D-erythor-pentofuranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85850-6

Reference yield:

: 40156-60-3
(2E)-5,5-dimethoxypent-2-enal

: 133908-22-2
methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-α,β-D-erythor-pentofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / DIBAL, SiO₂ / diethyl ether

2: 74 percent / tBuOOH, D-(-)-diisopropyl tartrate, SiO₂ / Ti(OiPr₄) / 48 h / -20 °C

3: 64 percent / Et₂AlF, trimethylsilyl azide / CH₂Cl₂

4: 81 percent / 1.5percent HCl / CH₂Cl₂; methanol; H₂O / 0.08 h / 23 °C

5: 90 percent / ImH / dimethylformamide

With 1H-imidazole; hydrogenchloride; tert.-butylhydroperoxide; trimethylsilylazide; diethylaluminum fluoride; silica gel; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; Ti(OiPr₄); In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo00008a006