(1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

Base Information

Chemical Name:(1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane
CAS No.:144101-15-5
Molecular Formula:C₃₉H₄₂O₈
Molecular Weight:638.758
Hs Code.:

Synonyms:(1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

Suppliers and Price of (1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

There total 4 articles about (1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane 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: 75.0%

: 144101-00-8
(1R,2R,5R,6R)-2-Benzyloxy-5-[(2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(4-methoxy-phenylsulfanyl)-tetrahydro-pyran-2-yloxy]-3,7-dioxa-bicyclo[4.1.0]heptane

: 144101-15-5
(1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

Guidance literature:: With W-2 Raney nickel; In tetrahydrofuran; ethanol; at 23 ℃; for 3h;
DOI:10.1246/cl.1992.1511

Reference yield:

: 67412-71-9
(-)-benzyl 2,3-anhydro-β-D-ribopyranoside

: 144101-15-5
(1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf) / CH₂Cl₂ / 0.17 h / -78 °C

2: 75 percent / W-2 Raney nickel / tetrahydrofuran; ethanol / 3 h / 23 °C

With trimethylsilyl trifluoromethanesulfonate; W-2 Raney nickel; In tetrahydrofuran; ethanol; dichloromethane;
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

: 144101-15-5
(1R,2R,5R,6R)-2-Benzyloxy-5-((2S,4R,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,7-dioxa-bicyclo[4.1.0]heptane

Guidance literature:: Multi-step reaction with 3 steps

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

2: 96 percent / trimethylsilyl trifluoromethanesulfonate (TMSOTf) / CH₂Cl₂ / 0.17 h / -78 °C

3: 75 percent / W-2 Raney nickel / tetrahydrofuran; ethanol / 3 h / 23 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; W-2 Raney nickel; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1246/cl.1992.1511