[(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

Base Information

Chemical Name:[(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine
CAS No.:316792-07-1
Molecular Formula:C₂₆H₄₉NO₄Si₂
Molecular Weight:495.85
Hs Code.:

Synonyms:[(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

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Chemical Property of [(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

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Technology Process of [(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

There total 1 articles about [(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine 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: 88.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 316792-06-0
(2R,3R,4R,5R)-6-Benzyloxy-2-methyl-5-methylamino-tetrahydro-pyran-3,4-diol

: 316792-07-1
[(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

Guidance literature:: With 2,6-dimethylpyridine; at 40 ℃; for 16h;
DOI:10.1002/1521-3773(20001016)39:20<3656::AID-ANIE3656>3.0.CO;2-O

Reference yield: 95.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 316792-07-1
[(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

: 316792-08-2
[2-benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1002/1521-3773(20001016)39:20<3656::AID-ANIE3656>3.0.CO;2-O

Reference yield:

: 316792-07-1
[(3R,4R,5S,6R)-2-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-3-yl]-methyl-amine

: 316792-09-3
[(2S,3R,4R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / aq. K₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

2: 68 percent / BF₃*OEt₂ / 5 h / 20 °C

With boron trifluoride diethyl etherate; potassium carbonate; In tetrahydrofuran; 1: Acylation / 2: Substitution;
DOI:10.1002/1521-3773(20001016)39:20<3656::AID-ANIE3656>3.0.CO;2-O