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

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-(tert-butoxycarbonylamino-methyl)-6-methoxy-tetrahydro-pyran-3-yl ester
CAS No.:159489-39-1
Molecular Formula:C₃₄H₄₂N₂O₁₀S
Molecular Weight:670.781
Hs Code.:

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

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

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

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

There total 9 articles about Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-(tert-butoxycarbonylamino-methyl)-6-methoxy-tetrahydro-pyran-3-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: 64.0%

: 98-59-9
p-toluenesulfonyl chloride

: 159489-38-0
[(2S,3R,4R,5R,6R)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

: 159489-39-1
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-(tert-butoxycarbonylamino-methyl)-6-methoxy-tetrahydro-pyran-3-yl ester

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

Reference yield:

: 93000-10-3
benzyl ((2R,4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-2-phenyl hexahydropyrano[3,2-d][1,3]dioxin-7-yl)carbamate

: 159489-39-1
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-(tert-butoxycarbonylamino-methyl)-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 69 percent / BaO, Ba(OH)2 / dimethylformamide

2: 70percent AcOH / 40 °C

3: 96 percent / pyridine

4: 80 percent / LiN₃ / dimethylformamide / 75 °C

5: LiAlH₄ / tetrahydrofuran / -5 °C

6: 81 percent / Na₂CO₃

7: 64 percent / pyridine

With pyridine; barium dihydroxide; lithium aluminium tetrahydride; lithium azide; sodium carbonate; acetic acid; barium(II) oxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)60720-7

Reference yield:

: 100-39-0
benzyl bromide

: 159489-39-1
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-(tert-butoxycarbonylamino-methyl)-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 69 percent / BaO, Ba(OH)2 / dimethylformamide

2: 70percent AcOH / 40 °C

3: 96 percent / pyridine

4: 80 percent / LiN₃ / dimethylformamide / 75 °C

5: LiAlH₄ / tetrahydrofuran / -5 °C

6: 81 percent / Na₂CO₃

7: 64 percent / pyridine

With pyridine; barium dihydroxide; lithium aluminium tetrahydride; lithium azide; sodium carbonate; acetic acid; barium(II) oxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)60720-7