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

Base Information

Chemical Name:{(S)-1-[(2S,3R,4S,6S)-4-Benzyloxy-6-(benzyloxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester
CAS No.:159489-44-8
Molecular Formula:C₃₅H₄₃N₃O₈
Molecular Weight:633.742
Hs Code.:

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

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Chemical Property of {(S)-1-[(2S,3R,4S,6S)-4-Benzyloxy-6-(benzyloxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

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Technology Process of {(S)-1-[(2S,3R,4S,6S)-4-Benzyloxy-6-(benzyloxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

There total 13 articles about {(S)-1-[(2S,3R,4S,6S)-4-Benzyloxy-6-(benzyloxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-2-methyl-propyl}-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: 73.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: [(S)-1-((2S,3R,4S,6S)-6-Aminomethyl-4-benzyloxy-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

: 159489-44-8
{(S)-1-[(2S,3R,4S,6S)-4-Benzyloxy-6-(benzyloxycarbonylamino-methyl)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-2-methyl-propyl}-carbamic acid benzyl ester

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

Reference yield:

: 100-39-0
benzyl bromide

: 159489-44-8
{(S)-1-[(2S,3R,4S,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 12 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

9: H₂ / Pd/C / methanol

10: 85 percent / DCC, HOBt / tetrahydrofuran

11: TFA / CH₂Cl₂ / 0 °C

12: 73 percent / NaHCO₃

With pyridine; barium dihydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; lithium azide; hydrogen; sodium hydrogencarbonate; sodium carbonate; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; barium(II) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
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

: 159489-44-8
{(S)-1-[(2S,3R,4S,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 12 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

9: H₂ / Pd/C / methanol

10: 85 percent / DCC, HOBt / tetrahydrofuran

11: TFA / CH₂Cl₂ / 0 °C

12: 73 percent / NaHCO₃

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