(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

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Chemical Name:(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol
CAS No.:106929-18-4
Molecular Formula:C₄₁H₄₆O₉
Molecular Weight:682.811
Hs Code.:

Synonyms:(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

There total 16 articles about (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-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:

: 106974-28-1
4-Nitro-benzoic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-6-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl ester

: 106929-18-4
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / TMSOTf / acetonitrile / 0.5 h / -20 °C

2: 1) O₃, 2) Me₂S / 1) MeOH, -78 deg C, 30 sec., 2) -78 -> 0 deg C

3: NaBH₄ / methanol

With sodium tetrahydroborate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; ozone; In methanol; acetonitrile;
DOI:10.1021/jo00028a017

Reference yield:

: 106929-11-7
(2R,3R,4R,5R)-4,5-Bis-benzyloxy-1-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentane-2,3-diol

: 106929-18-4
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1) NaH / 1) THF, 0 deg C, 30 min., 2) r.t., 1.5 h

2: 80 percent / 60percent CH₃COOH / H₂O / 20 h / 40 °C

3: 98 percent / Pb(OAc)4 / benzene / 0.17 h / 0 °C

4: 70 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

5: 69 percent / TMSOTf / acetonitrile / 0.5 h / -20 °C

6: 1) O₃, 2) Me₂S / 1) MeOH, -78 deg C, 30 sec., 2) -78 -> 0 deg C

7: NaBH₄ / methanol

With pyridine; lead(IV) acetate; sodium tetrahydroborate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; sodium hydride; ozone; acetic acid; In methanol; dichloromethane; water; acetonitrile; benzene;
DOI:10.1021/jo00028a017

Reference yield:

: 106929-12-8
(2R,3R,4R,5R)-4,5-Bis-benzyloxy-1-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-pentan-2-ol

: 106929-18-4
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-2-((1S,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-ylmethyl)-6-hydroxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / 60percent CH₃COOH / H₂O / 20 h / 40 °C

2: 98 percent / Pb(OAc)4 / benzene / 0.17 h / 0 °C

3: 70 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

4: 69 percent / TMSOTf / acetonitrile / 0.5 h / -20 °C

5: 1) O₃, 2) Me₂S / 1) MeOH, -78 deg C, 30 sec., 2) -78 -> 0 deg C

6: NaBH₄ / methanol

With pyridine; lead(IV) acetate; sodium tetrahydroborate; dimethylsulfide; trimethylsilyl trifluoromethanesulfonate; ozone; acetic acid; In methanol; dichloromethane; water; acetonitrile; benzene;
DOI:10.1021/jo00028a017