(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol
CAS No.:187173-18-8
Molecular Formula:C₄₉H₆₃N₃O₁₀
Molecular Weight:854.053
Hs Code.:

(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

Synonyms:(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

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Chemical Property of (2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

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Technology Process of (2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

There total 11 articles about (2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol 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: 96.0%

: 187173-17-7
Benzoic acid (2S,3S,4S,5R,6R)-6-azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester

: 187173-18-8
(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

Guidance literature:: With sodium methylate; In methanol; for 36h; Ambient temperature;
DOI:10.1016/S0968-0896(96)00180-0

Reference yield:

: 125631-33-6,125647-51-0,132871-89-7,132871-95-5,132871-96-6,123487-65-0
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-(pent-4-en-1-yloxy)tetrahydro-2H-pyran-3,4,5-triol

: 187173-18-8
(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 46 percent / PPTS / dimethylformamide / 24 h

2: 1.) Bu₂SnO / 1.) MeOH, reflux, 3 h, 2.) DMF, 100 deg C, 20 min

3: 81 percent / pyridine / Ambient temperature

4: 85 percent / NaBH₃CN, mol. sieves 3A, TFA / dimethylformamide / 48 h / 0 - 20 °C

5: 90 percent / NaH / dimethylformamide / 3 h / -15 °C

6: 87 percent / DDQ / CH₂Cl₂; H₂O / 5 h / Ambient temperature

7: 100 percent / pyridine / 7 h / Ambient temperature

8: 90 percent / NaN₃ / dimethylformamide / 32 h / 20 - 40 °C

9: 48 percent / NIS, AgOTf / CH₂Cl₂ / 20 h / Ambient temperature

10: 96 percent / MeONa / methanol / 36 h / Ambient temperature

With pyridine; N-iodo-succinimide; sodium azide; 3 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(96)00180-0

Reference yield:

: 118249-72-2
octyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside

: 187173-18-8
(2S,3S,4R,5R,6R)-6-Azidomethyl-4-benzyloxy-5-methoxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-octyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 48 percent / NIS, AgOTf / CH₂Cl₂ / 20 h / Ambient temperature

2: 96 percent / MeONa / methanol / 36 h / Ambient temperature

With N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1016/S0968-0896(96)00180-0