methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Base Information

Chemical Name:methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate
CAS No.:194934-59-3
Molecular Formula:C₂₀H₃₀O₇
Molecular Weight:382.454
Hs Code.:

Synonyms:methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Suppliers and Price of methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

There total 9 articles about methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate 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: 98.0%

: 194934-52-6
methyl (2E,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-pent-2-enoate

: 194934-59-3
methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Guidance literature:: With potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 20 ℃; for 17h;
DOI:10.1016/S0040-4039(97)01257-4

Reference yield:

: 862509-84-0
(4R,5R,6R)-5-benzyloxy-4-[1-hydroxy-prop-2-(R)-yl]-2,2,6-trimethyl-1,3-dioxane

: 194934-59-3
methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

2.1: LiCl; i-Pr₂NEt / acetonitrile / 0.17 h / 20 °C

2.2: 96 percent / acetonitrile / 16 h / 20 °C

3.1: 98 percent / aq. AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol / 16 h / 20 °C

With methanesulfonamide; AD-mix-β; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; acetonitrile; tert-butyl alcohol; 2.2: Horner-Wadsworth-Emmons chain extension / 3.1: Sharpless asymmetric dihydroxylation;
DOI:10.1039/b504149j

Reference yield:

: 194934-58-2
(S)-2-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-propionaldehyde

: 194934-59-3
methyl (2S,3R,4R)-4-[5-(R)-benzyloxy-2,2,6-(6R)-trimethyl-1,3-dioxan-4-(R)-yl]-2,3-dihydroxy-pentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: LiCl; i-Pr₂NEt / acetonitrile / 0.17 h / 20 °C

1.2: 96 percent / acetonitrile / 16 h / 20 °C

2.1: 98 percent / aq. AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol / 16 h / 20 °C

With methanesulfonamide; AD-mix-β; N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; tert-butyl alcohol; 1.2: Horner-Wadsworth-Emmons chain extension / 2.1: Sharpless asymmetric dihydroxylation;
DOI:10.1039/b504149j