[5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester
CAS No.:289505-48-2
Molecular Formula:C₃₀H₅₅NO₆Si₂
Molecular Weight:581.941
Hs Code.:

[5-benzyloxy-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:[5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

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Chemical Property of [5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

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Technology Process of [5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

There total 8 articles about [5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 289505-48-2
[5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-lutidine / CH₂Cl₂

2.1: PPh₃ / tetrahydrofuran / 20 °C

2.2: H₂O / 45 °C

3.1: Et₃N / CH₂Cl₂

With 2,6-dimethylpyridine; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1.1: Etherification / 2.1: Reduction / 2.2: Hydrolysis / 3.1: Esterification;
DOI:10.1016/S0040-4039(00)00518-9

Reference yield:

: 100-39-0
benzyl bromide

: 289505-48-2
[5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 86 percent / NaH / dimethylformamide / 0 - 20 °C

2.1: NaN₃; NH₄Cl / H₂O; 2-methoxy-ethanol / Heating

3.1: BF₃*Et₂O / 20 °C

4.1: 78 percent / Et₃SiH; TMSOTF; BF₃*OEt₂ / CH₂Cl₂; acetonitrile / 20 °C

5.1: NaOMe / methanol / 20 °C

6.1: 2,6-lutidine / CH₂Cl₂

7.1: PPh₃ / tetrahydrofuran / 20 °C

7.2: H₂O / 45 °C

8.1: Et₃N / CH₂Cl₂

With 2,6-dimethylpyridine; triethylsilane; sodium azide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; ammonium chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 2-methoxy-ethanol; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Etherification / 2.1: Ring cleavage / 3.1: Acetylation / 4.1: Reduction / 5.1: Deacetylation / 6.1: Etherification / 7.1: Reduction / 7.2: Hydrolysis / 8.1: Esterification;
DOI:10.1016/S0040-4039(00)00518-9

Reference yield:

: 213594-43-5
1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose

: 289505-48-2
[5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-4-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaN₃; NH₄Cl / H₂O; 2-methoxy-ethanol / Heating

2.1: BF₃*Et₂O / 20 °C

3.1: 78 percent / Et₃SiH; TMSOTF; BF₃*OEt₂ / CH₂Cl₂; acetonitrile / 20 °C

4.1: NaOMe / methanol / 20 °C

5.1: 2,6-lutidine / CH₂Cl₂

6.1: PPh₃ / tetrahydrofuran / 20 °C

6.2: H₂O / 45 °C

7.1: Et₃N / CH₂Cl₂

With 2,6-dimethylpyridine; triethylsilane; sodium azide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium methylate; ammonium chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 2-methoxy-ethanol; water; acetonitrile; 1.1: Ring cleavage / 2.1: Acetylation / 3.1: Reduction / 4.1: Deacetylation / 5.1: Etherification / 6.1: Reduction / 6.2: Hydrolysis / 7.1: Esterification;
DOI:10.1016/S0040-4039(00)00518-9