Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester
CAS No.:159489-34-6
Molecular Formula:C₂₇H₃₆N₂O₁₀S
Molecular Weight:580.656
Hs Code.:

Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

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Chemical Property of Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

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Technology Process of Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

There total 2 articles about Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl 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: 67.0%

: 24424-99-5
di-tert-butyl dicarbonate

: Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-2-aminomethyl-5-benzyloxycarbonylamino-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl ester

: 159489-34-6
Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With sodium carbonate;
DOI:10.1016/S0040-4039(00)60720-7

Reference yield:

: 60076-43-9
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-2-azidomethyl-5-benzyloxycarbonylamino-3-hydroxy-6-methoxy-tetrahydro-pyran-4-yl ester

: 159489-34-6
Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: LiALH₄ / tetrahydrofuran / -20 - -15 °C

2: 67 percent / Na₂CO₃

With lithium aluminium tetrahydride; sodium carbonate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)60720-7

Reference yield:

: 159489-34-6
Toluene-4-sulfonic acid (2S,3R,4R,5R,6R)-3-benzyloxycarbonylamino-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-4-yl ester

: 159489-45-9
{(S)-1-[(2S,3R,4R,6S)-4-Benzyloxy-6-(benzyloxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃ / methanol

2: 60 percent / LiAlH₄ / tetrahydrofuran / -5 °C

3: H₂ / Pd/C / methanol

4: 61 percent / DCC, HOBt / tetrahydrofuran

5: TFA / CH₂Cl₂ / 0 °C

6: 61 percent / NaHCO₃

7: 61 percent / BaO, Ba(OH)2 / dimethylformamide

With barium dihydroxide; lithium aluminium tetrahydride; hydrogen; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; barium(II) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)60720-7