C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

Base Information

Chemical Name:C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine
CAS No.:468062-68-2
Molecular Formula:C₃₁H₄₉NO₆Si
Molecular Weight:559.819
Hs Code.:

Synonyms:C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

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Chemical Property of C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

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Technology Process of C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

There total 10 articles about C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine 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:

: 468062-67-1
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-azido-β-D-mannopyranoside

: 468062-68-2
C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

Guidance literature:: With hydrogen; Lindlar's catalyst; In ethanol;
DOI:10.1016/S0960-894X(02)00220-2

Reference yield:

: 566197-55-5
methyl 3-O-benzyl-β-D-mannopyranoside

: 468062-68-2
C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / CSA / acetonitrile / 0.17 h / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

3: 3.6 g / DIBAL-H / CH₂Cl₂; toluene / 0 - 20 °C

4: 59.7 percent / pyridine / 12 h / 0 °C

5: 77.8 percent / NaN₃ / dimethylformamide / 2 h / 100 °C

6: H₂ / Lindlar catalyst / ethanol; ethyl acetate / 12 h / 760 Torr

With pyridine; 2,6-dimethylpyridine; sodium azide; camphor-10-sulfonic acid; hydrogen; diisobutylaluminium hydride; Lindlar's catalyst; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(03)00208-4

Reference yield:

: 468062-66-0
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-β-D-mannopyranoside

: 468062-68-2
C-[(2R,3R,4S,5S,6R)-4-Benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yl]-methylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 59.7 percent / pyridine / 12 h / 0 °C

2: 77.8 percent / NaN₃ / dimethylformamide / 2 h / 100 °C

3: H₂ / Lindlar catalyst / ethanol; ethyl acetate / 12 h / 760 Torr

With pyridine; sodium azide; hydrogen; Lindlar's catalyst; In ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00208-4