(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

Base Information

Chemical Name:(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane
CAS No.:144100-98-1
Molecular Formula:C₅₄H₅₆O₁₀S
Molecular Weight:897.099
Hs Code.:

(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

Synonyms:(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

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Chemical Property of (1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

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Technology Process of (1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

There total 2 articles about (1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane 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: 95.0%

: 80325-47-9
1,6-Anhydro-2,3-di-O-benzyl-β-D-glucopyranose

: 144100-89-0,144100-91-4
C₃₈H₄₇N₂O₇PS

: 144100-98-1
(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.1246/cl.1992.1511

Reference yield:

: 139378-91-9
(2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-ol

: 144100-98-1
(1R,2R,3S,4R,5R)-3,4-Bis-benzyloxy-2-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi, 2.) HMPA / 1.) THF, -78 deg C, 20 min, 2.) -40 deg C, 2 h

2: 95 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf) / CH₂Cl₂ / 0.17 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1246/cl.1992.1511