[(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

Base Information

Chemical Name:[(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol
CAS No.:314297-15-9
Molecular Formula:C₂₅H₃₅NO₅Si
Molecular Weight:457.642
Hs Code.:

Synonyms:[(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

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Chemical Property of [(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

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Technology Process of [(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

There total 1 articles about [(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol 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:

: 247025-11-2
3'-azido-5'-O-tert-butyldiphenylsilyl-3'-deoxy-4'-hydroxymethyl-1',2'-O-isopropylidene-α-D-ribofuranose

: 314297-15-9
[(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃;
DOI:10.1016/S0040-4039(03)01279-6

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 314297-15-9
[(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

: 314297-16-0
Toluene-4-sulfonic acid (3aR,5S,6S,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-6-(toluene-4-sulfonylamino)-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(03)01279-6

Reference yield:

: 314297-15-9
[(3aR,5R,6S,6aR)-6-Amino-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol

: 314297-19-3
1-[(2aS,2bR,5aR,6aS)-6a-(tert-Butyl-diphenyl-silanyloxymethyl)-4,4-dimethyl-tetrahydro-3,5,6-trioxa-2-aza-cyclobuta[a]pentalen-2-yl]-2,2,2-trifluoro-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP; Et₃N / CH₂Cl₂ / 20 °C

2: 90 percent / NaH / tetrahydrofuran / 20 °C

3: 66 percent / Na; n-AmOH / 120 - 130 °C

4: 93 percent / DMAP / CH₂Cl₂ / 0 °C

With dmap; pentan-1-ol; sodium; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(03)01279-6