{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

Base Information

Chemical Name:{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol
CAS No.:899435-85-9
Molecular Formula:C₅₉H₆₀O₈
Molecular Weight:897.121
Hs Code.:

{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

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Chemical Property of {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

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Technology Process of {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

There total 9 articles about {(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol 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: 60.0%

: 899435-84-8
{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

: 76-83-5
trityl chloride

: 899435-85-9
{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

Guidance literature:: With pyridine; at 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2006.05.008

Reference yield:

: 899435-80-4
(2R,3S,4S,5R)-2-Hydroxymethyl-5-((E)-propenyl)-tetrahydro-furan-3,4-diol

: 899435-85-9
{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / NaH / dimethylformamide / 19 h / 20 °C

2: 96 percent / Grubb's catalyst / CH₂Cl₂ / 18 h / Heating

3: 81 percent / H₂ / (Ph₃P)3RhCl / toluene / 18 h / 35 °C

4: H₂SO₄ / acetic acid / 0.5 h / 0 °C

5: NaOMe / methanol / 10 h / 20 °C

6: 60 percent / pyridine / 12 h / 20 °C

With pyridine; sulfuric acid; hydrogen; sodium methylate; sodium hydride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; Wilkinson's catalyst; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2006.05.008

Reference yield:

: 899435-81-5
(2R,3R,4R,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((E)-propenyl)-tetrahydro-furan

: 899435-85-9
{(2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-[2-((2R,3R,4R,5R)-3,4-bis-benzyloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-ethyl]-tetrahydro-furan-2-yl}-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Grubb's catalyst / CH₂Cl₂ / 18 h / Heating

2: 81 percent / H₂ / (Ph₃P)3RhCl / toluene / 18 h / 35 °C

3: H₂SO₄ / acetic acid / 0.5 h / 0 °C

4: NaOMe / methanol / 10 h / 20 °C

5: 60 percent / pyridine / 12 h / 20 °C

With pyridine; sulfuric acid; hydrogen; sodium methylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; Wilkinson's catalyst; In methanol; dichloromethane; acetic acid; toluene;
DOI:10.1016/j.tetlet.2006.05.008