(1R,4aR,8S,8aR)-8-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-ol

Base Information

Chemical Name:(1R,4aR,8S,8aR)-8-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-ol
CAS No.:135080-50-1
Molecular Formula:C₄₄H₅₂O₇
Molecular Weight:692.893
Hs Code.:

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Chemical Property of (1R,4aR,8S,8aR)-8-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-ol

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Technology Process of (1R,4aR,8S,8aR)-8-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-ol

There total 50 articles about (1R,4aR,8S,8aR)-8-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-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:

: 135080-43-2
(5aS,8aR,8bR)-4,5,5a,6,7,8,8a,8b-Octahydro-3H-naphtho[1,8-cd]isoxazole

: 135080-50-1,135212-52-1,135212-53-2,135212-54-3
(1α,4aβ,8α,8aα)-Decahydro-8-hydroxy-1-naphthyl 2,3,4,6-Tetra-O-benzyl-α-D-Glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: H₂, acetic acid / Raney-nickel / methanol; H₂O / 3 h / 22 °C

2: NaBH₄ / methanol / 1.) 0 deg C, 30 min, 2.) 22 deg C, 2 h

3: TMSOTf / 3 Angstroem molecular sieves / CH₂Cl₂ / enantioselective glycosylation

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; hydrogen; acetic acid; 3 A molecular sieve; nickel; In methanol; dichloromethane; water;

Reference yield:

: 135080-45-4
(+/-)-4-(Cyclohex-2-enyl)butan-1-ol

: 135080-50-1,135212-52-1,135212-53-2,135212-54-3
(1R,4aR,8S,8aR)-8-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / CH₂Cl₂ / 4 °C

2: sodium iodide / acetone / 22 °C

3: 59 percent / AgNO₂ / diethyl ether / 1.) 0 deg C, 24 h, 2.) 22 deg C, 48 h

4: phenyl isocyanate; NEt₃ / benzene / 15 h / Heating

5: H₂, acetic acid / Raney-nickel / methanol; H₂O / 3 h / 22 °C

6: NaBH₄ / methanol / 1.) 0 deg C, 30 min, 2.) 22 deg C, 2 h

7: TMSOTf / 3 Angstroem molecular sieves / CH₂Cl₂ / enantioselective glycosylation

With sodium tetrahydroborate; silver(I) nitrite; trimethylsilyl trifluoromethanesulfonate; hydrogen; phenyl isocyanate; acetic acid; triethylamine; sodium iodide; 3 A molecular sieve; nickel; In methanol; diethyl ether; dichloromethane; water; acetone; benzene;

Reference yield:

: 135080-43-2
(5aS,8aR,8bR)-4,5,5a,6,7,8,8a,8b-Octahydro-3H-naphtho[1,8-cd]isoxazole

: 135080-50-1,135212-52-1,135212-53-2,135212-54-3
(1R,4aR,8S,8aR)-8-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-decahydro-naphthalen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: H₂, acetic acid / Raney-nickel / methanol; H₂O / 3 h / 22 °C

2: NaBH₄ / methanol / 1.) 0 deg C, 30 min, 2.) 22 deg C, 2 h

3: TMSOTf / 3 Angstroem molecular sieves / CH₂Cl₂ / enantioselective glycosylation

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; hydrogen; acetic acid; 3 A molecular sieve; nickel; In methanol; dichloromethane; water;