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

Base Information

Chemical Name:[(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester
CAS No.:159489-40-4
Molecular Formula:C₂₇H₃₆N₂O₇
Molecular Weight:500.592
Hs Code.:

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

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Chemical Property of [(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

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Technology Process of [(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

There total 10 articles about [(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-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: 30.0%

: 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

: 159489-40-4
[(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

Guidance literature:: With sodium tetrahydroborate; In dimethyl sulfoxide; at 85 ℃;
DOI:10.1016/S0040-4039(00)60720-7

Reference yield:

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

: 159489-40-4
[(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / Na₂CO₃

2: 64 percent / pyridine

3: 30 percent / NaBH₄ / dimethylsulfoxide / 85 °C

With pyridine; sodium tetrahydroborate; sodium carbonate; In dimethyl sulfoxide;
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

: 159489-40-4
[(2S,3R,4S,6S)-4-Benzyloxy-6-(tert-butoxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 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

8: 30 percent / NaBH₄ / dimethylsulfoxide / 85 °C

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