3,5-Piperidinediol, 1-(2-naphthalenylmethyl)-4-(phenylmethoxy)-2-[(phenylmethoxy)methyl]- 6-(2-propenyl)-, diacetate (ester), (2R,3R,4R,5S,6R)-

Base Information

Chemical Name:3,5-Piperidinediol, 1-(2-naphthalenylmethyl)-4-(phenylmethoxy)-2-[(phenylmethoxy)methyl]- 6-(2-propenyl)-, diacetate (ester), (2R,3R,4R,5S,6R)-
CAS No.:606970-29-0
Molecular Formula:C38H41NO6
Molecular Weight:607.747
Hs Code.:

3,5-Piperidinediol,
1-(2-naphthalenylmethyl)-4-(phenylmethoxy)-2-[(phenylmethoxy)methyl]-
6-(2-propenyl)-, diacetate (ester), (2R,3R,4R,5S,6R)-

Synonyms:

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Chemical Property of 3,5-Piperidinediol, 1-(2-naphthalenylmethyl)-4-(phenylmethoxy)-2-[(phenylmethoxy)methyl]- 6-(2-propenyl)-, diacetate (ester), (2R,3R,4R,5S,6R)-

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Technology Process of 3,5-Piperidinediol, 1-(2-naphthalenylmethyl)-4-(phenylmethoxy)-2-[(phenylmethoxy)methyl]- 6-(2-propenyl)-, diacetate (ester), (2R,3R,4R,5S,6R)-

There total 6 articles about 3,5-Piperidinediol, 1-(2-naphthalenylmethyl)-4-(phenylmethoxy)-2-[(phenylmethoxy)methyl]- 6-(2-propenyl)-, diacetate (ester), (2R,3R,4R,5S,6R)- 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: 97.0%

: 108-24-7
acetic anhydride

: 664366-28-3
(2R,3S,4R,5R,6R)-2-Allyl-4-benzyloxy-6-benzyloxymethyl-1-naphthalen-2-ylmethyl-piperidine-3,5-diol

: 606970-29-0
Acetic acid (2R,3R,4R,5S,6R)-5-acetoxy-6-allyl-4-benzyloxy-2-benzyloxymethyl-1-naphthalen-2-ylmethyl-piperidin-3-yl ester

Guidance literature:: With pyridine; for 5h;
DOI:10.1055/s-2003-41465

Reference yield:

: 606970-27-8
[(R)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-but-3-enyl]-naphthalen-2-ylmethyl-amine

: 606970-29-0
Acetic acid (2R,3R,4R,5S,6R)-5-acetoxy-6-allyl-4-benzyloxy-2-benzyloxymethyl-1-naphthalen-2-ylmethyl-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. TFA / 30 h

2: NaBH₃CN; AcOH / methanol / 30 h

3: 97 percent / pyridine / 5 h

With pyridine; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In methanol;
DOI:10.1055/s-2003-41465

Reference yield:

: 664366-33-0
[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

: 606970-29-0
Acetic acid (2R,3R,4R,5S,6R)-5-acetoxy-6-allyl-4-benzyloxy-2-benzyloxymethyl-1-naphthalen-2-ylmethyl-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / diethyl ether / 24 h / 0 - 20 °C

2: aq. TFA / 30 h

3: NaBH₃CN; AcOH / methanol / 30 h

4: 97 percent / pyridine / 5 h

With pyridine; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In methanol; diethyl ether;
DOI:10.1055/s-2003-41465