(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

Base Information

Chemical Name:(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester
CAS No.:221007-99-4
Molecular Formula:C₃₀H₃₇NO₅Si
Molecular Weight:519.713
Hs Code.:

Synonyms:(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

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Chemical Property of (3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

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Technology Process of (3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

There total 6 articles about (3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester 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: 87.0%

: 3422-03-5
benzyloxycarbonyl azide

: 221007-97-2
(4S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-4-methyl-4,5-dihydrofuran

: 221007-99-4
(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

Guidance literature:: With water; In dichloromethane; at 23 ℃; for 9h; Irradiation;
DOI:10.1021/jo981310r

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 221007-99-4
(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / BF₃*OEt₂ / tetrahydrofuran / -78 °C

2: 60 percent / Hg(O₂CCF₃)2; NEt₃ / Heating

3: 48 percent / [(PCy₃)2RuCHPh]Cl₂ / CH₂Cl₂ / Heating

4: 87 percent / H₂O / CH₂Cl₂ / 20 °C / Irradiation

With boron trifluoride diethyl etherate; water; mercury(II) trifluoroacetate; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C

Reference yield:

: 328381-75-5
(2R,3S)-1-(tert-butyldiphenylsilyloxy)-3-methylpent-4-en-2-ol

: 221007-99-4
(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / Hg(O₂CCF₃)2; NEt₃ / Heating

2: 48 percent / [(PCy₃)2RuCHPh]Cl₂ / CH₂Cl₂ / Heating

3: 87 percent / H₂O / CH₂Cl₂ / 20 °C / Irradiation

With water; mercury(II) trifluoroacetate; triethylamine; Grubbs catalyst first generation; In dichloromethane;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C